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(4-Benzyloxycarbonylphenyl)Boronic Acid

    • Product Name (4-Benzyloxycarbonylphenyl)Boronic Acid
    • Alias Z-Ph-B(OH)2
    • Einecs 700-541-5
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
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    Specifications

    HS Code

    676497

    Product Name (4-Benzyloxycarbonylphenyl)Boronic Acid
    Cas Number 847818-71-1
    Molecular Formula C14H13BO4
    Molecular Weight 256.07 g/mol
    Appearance White to off-white solid
    Melting Point 199-202°C
    Purity Typically ≥97%
    Solubility Soluble in DMSO, slightly soluble in water
    Smiles B(C1=CC=C(C=C1)C(=O)OCC2=CC=CC=C2)(O)O
    Inchikey FBKJEURGNZFAEF-UHFFFAOYSA-N

    As an accredited (4-Benzyloxycarbonylphenyl)Boronic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The product is packaged in a 5g amber glass bottle with a tightly sealed cap, labeled "(4-Benzyloxycarbonylphenyl)Boronic Acid."
    Shipping (4-Benzyloxycarbonylphenyl)boronic acid is shipped in tightly sealed containers to prevent moisture exposure and degradation. It is typically dispatched via regulated courier, following standard chemical safety protocols, including labeling and documentation. Shipping includes protective packaging to reduce breakage risk, and complies with all applicable regulatory and hazard transportation guidelines.
    Storage (4-Benzyloxycarbonylphenyl)boronic acid should be stored in a tightly sealed container, protected from moisture and light. Keep it at room temperature or lower (preferably 2–8°C), in a dry, well-ventilated area away from incompatible substances such as strong oxidizing agents. Ensure proper labeling and avoid prolonged exposure to air to prevent hydrolysis or degradation of the compound.
    Application of (4-Benzyloxycarbonylphenyl)Boronic Acid

    Applications of (4-Benzyloxycarbonylphenyl)Boronic Acid in Industrial Manufacturing

    (4-Benzyloxycarbonylphenyl)Boronic Acid is a specialized boronic acid derivative widely used by pharmaceutical, chemical, and advanced material manufacturers as a molecular building block in the industrial synthesis of complex compounds. Our manufacturing expertise guarantees a consistent supply and production traceability to meet the stringent requirements of downstream industries. Below, we present detailed application scenarios with relevant process and compliance information for real-world industrial workflows.

    1. Pharmaceutical Intermediates for Targeted Cancer Therapies

    This boronic acid finds extensive use among active pharmaceutical ingredient (API) producers focusing on targeted oncology drugs, particularly in the preparation of key intermediates for proteasome inhibitors. Integration of this raw material typically takes place during Suzuki-Miyaura coupling stages, where it introduces protected phenyl motifs necessary for constructing highly specific bioactive molecules. Manufacturers employ this step under rigid GMP conditions to ensure both quality and traceability throughout small-molecule synthesis campaigns leading to finalized APIs for solid oral dosage forms.

    Industry compliance standards

    • ICH Q7 (Good Manufacturing Practice for Active Pharmaceutical Ingredients)
    • US FDA 21 CFR Part 210/211 (Drug CGMP)
    • EU EudraLex Volume 4 – GMP for Medicinal Products
    • Chinese Pharmacopoeia, Japanese Pharmacopoeia (as applicable for API export)

    Typical usage ratio

    • 0.2–1.5 molar equivalents relative to the halogenated substrate in the coupling step; exact proportion tuned to the specific drug molecule’s synthesis requirements and yield optimization.

    Downstream process integration

    • Added during Suzuki cross-coupling reactions, following catalyst charging and base addition in a controlled solvent environment; post-reaction workup and purification via column chromatography precedes further synthetic transformation.

    Final product types

    • API intermediates for antitumor agents (e.g., Bortezomib and analogs)
    • Active pharmaceutical ingredients destined for further formulation
    • Research-grade oncology compound libraries
    • Final tablet and capsule drugs after downstream processing and granulation

    2. Chemical Synthesis of Advanced OLED Materials

    Manufacturers specializing in organic light-emitting diode (OLED) materials apply this protected boronic acid as a key building block for the synthesis of diaryl compounds and biphenyl derivatives critical to efficient emitter layers. Its benzyl-protection safeguards boron functionality during high-temperature cross-coupling, playing an essential role in constructing molecular frameworks exhibiting controlled photophysical properties. Consistency in purity and precise specification controls are critical in this scenario, given the demanding electrical and optical standards imposed by the display and lighting industries.

    Industry compliance standards

    • ISO 9001:2015 (Quality Management Systems for Electronic Materials)
    • RoHS Directive (2011/65/EU) for restriction of hazardous substances
    • IEC 61249-2-21: Materials for electronic assembly
    • REACH Regulation (EC 1907/2006) for raw material registration

    Typical usage ratio

    • 0.9–1.2 molar equivalents with respect to halogenated aromatic partners; adjusted based on desired chain length and substitution in the OLED matrix material synthesis.

    Downstream process integration

    • Introduced at the initial coupling stage for emitter precursor synthesis in inert atmosphere reactors; subsequent deprotection and purification steps deliver the OLED-active agents for device fabrication.

    Final product types

    • Emitter and transport layer precursors for OLED panels
    • Custom luminescent dyes for organic display manufacturers
    • Specialty chemicals for thin-film solution processing
    • Advanced materials chipsets for flexible and rigid OLED displays

    3. Agrochemical R&D for Selective Herbicide Development

    In advanced agrochemical laboratories, this boronic acid derivative is commonly employed during the synthesis of novel phenyl-based building blocks used in lead optimization programs for selective herbicides. Acting as a crucial intermediate, it facilitates customized conjugation to specific aromatic scaffolds in regulated synthetic routes. Integration occurs in catalytic cross-coupling reactions under stringent environmental, health, and safety protocols managed by agricultural innovation companies targeting higher crop selectivity and lower off-target profiles in herbicidal formulations.

    Industry compliance standards

    • OECD Principles of Good Laboratory Practice (GLP) for test material synthesis
    • ISO 17025 (Testing and Calibration for Agrochemical Labs)
    • FAO Specifications for Plant Protection Products
    • REACH (EC 1907/2006) pre-registration for active substances

    Typical usage ratio

    • 0.5–2.0 molar equivalents based on structural selectivity during building block assembly; the ratio is determined by the desired efficacy profile of the agrochemical candidate.

    Downstream process integration

    • Charged into batch reactors at the aromatic functionalization step, followed by purification and analytical QC; qualified intermediates are forwarded for subsequent formulation and biological testing.

    Final product types

    • Pre-commercial herbicide lead molecules
    • Reference standards for agrochemical screening
    • Bench-scale synthetic intermediates for field trial compounds
    • Active ingredients for pilot plant herbicide production

    4. Fine Chemical Synthesis for Chiral Catalysts and Ligands

    Producers specializing in custom fine chemicals utilize this boronic acid for the preparation of chiral ligands and organometallic catalysts. Its protected structure offers synthetic flexibility in asymmetric synthesis, where distinct aryl groups are required. This application demands precise stoichiometry and traceability during process scale-up, with careful adherence to export-grade purity and documentation for international catalyst suppliers assembling libraries for specialty transformations in pharmaceutical and aroma chemistry sectors.

    Industry compliance standards

    • ISO 9001:2015 (Quality Systems for Analytical-Grade Chemicals)
    • GHS Safety Data Sheet compliance (2015/830/EU)
    • Responsible Care® Chemical Management Systems
    • REACH Substances of Very High Concern (SVHC) compliance (where applicable)

    Typical usage ratio

    • Typically 1.0 molar equivalent per ligand or catalyst precursor, adjustable depending on molecular complexity and purification recovery rates.

    Downstream process integration

    • Fed into ligand assembly reactions, post-metalation or as part of protected precursor construction; downstream isolation and crystallization produce high-purity ligands for subsequent metal complexation and catalysis.

    Final product types

    • Chiral ligand libraries for asymmetric catalysis
    • Pre-catalyst intermediates for cross-coupling applications
    • Research and industrial grade N-heterocyclic carbene (NHC) complexes
    • Custom synthesized catalysts for enantioselective reactions

    5. Bioconjugation in Diagnostic Reagent Production

    Diagnostic reagent manufacturers engaged in bioconjugation workflows use this boronic acid for the selective attachment of phenyl groups to peptides and antibody fragments. Through careful orchestration of protection/deprotection steps and targeted Suzuki couplings, it enables the construction of robust linkers and small-molecule probes compatible with downstream assay systems. Trace-level impurity control and batch record integrity are essential for maintaining diagnostic accuracy in regulated kit production environments.

    Industry compliance standards

    • ISO 13485 (Quality Management for Medical Devices and Diagnostics)
    • US FDA 21 CFR Part 820 (Quality System Regulation for In Vitro Diagnostics)
    • IVDR (EU 2017/746) for diagnostic reagent compliance
    • CLSI (Clinical Laboratory Standards Institute) protocols for reagent materials

    Typical usage ratio

    • 0.3–0.8 molar equivalents in combination with peptide or protein substrates, optimized for minimal cross-reactivity and target-specific labeling efficiency.

    Downstream process integration

    • Combined with biopolymer substrates post-thiol reduction or amine activation, prior to chromatographic purification and stringent QC for conjugate recovery and stability validation.

    Final product types

    • Custom-labeled peptide probes for ELISA and immunoassay kits
    • Functionalized antibody conjugates for in vitro diagnostics
    • Biotinylated detection agents for fluorescence and colorimetric assays
    • Reference reagents for clinical laboratory instrument calibration
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    Certification & Compliance
    More Introduction

    Introducing (4-Benzyloxycarbonylphenyl)Boronic Acid: Our Perspective as the Manufacturer

    A Closer Look at (4-Benzyloxycarbonylphenyl)Boronic Acid

    Every batch of (4-Benzyloxycarbonylphenyl)boronic acid rolling out from our facility tells a story of chemistry rooted in precision and practicality. Through years of direct hands-on experience, we understand how subtle structural tweaks set this compound apart, not just as an entry in a catalog but as a solution chemists have come to trust. The model we produce bears the CAS number 847818-70-2 and comes as a pale powder, signaling its purity before it ever reaches your analytical bench or synthetic flask.

    Our Standard: Beyond Purity Numbers

    Customers seeking this boronic acid for Suzuki-Miyaura cross-coupling often ask about purity. We analyze each lot with HPLC and NMR—our own lab team oversees the process, not by outsourcing but by getting hands in the work themselves. Typical batches have purity levels well above 98%, with residual solvent contents kept under strict limits. Some may overlook residual moisture content, but we monitor it closely; moisture complicates scale-up synthesis or crystallization steps, and our customers have told us more than once that our low-moisture product reacts more cleanly.

    Model Matters: Consistency in Manufacturing

    Our Cbz-protected phenylboronic acid—going by its recognized structural designation, (4-Benzyloxycarbonylphenyl)boronic acid—differs from generic phenylboronic acids in both reactivity and selectivity. We have refined the process to minimize byproduct contamination, which sets our batches apart from rougher generic sources. Some manufacturers cut corners on the handling of catalytic hydrogenation and protection steps; we use all-glass reactors and inert gas blanketing to avoid boron compound oxidation. Any change in environment during synthesis ends up affecting downstream product quality, especially in later-stage API syntheses.

    Why the Cbz Group Matters in Real-World Chemistry

    Synthetic chemists don't always have room for guesswork. The Cbz-protecting group on the phenyl ring of our boronic acid offers solid practical advantages, especially for medicinal chemists pursuing structure-activity relationships. From our own feedback loop with R&D labs, we notice that this protection supports selective deprotection through hydrogenolysis. This means less time troubleshooting protection-deprotection sequences in multi-step syntheses.

    Our own staff chemists have tried a variety of routes and documented that (4-Benzyloxycarbonylphenyl)boronic acid allows for a more predictable Suzuki coupling, even when working with electron-rich heterocycles. Some competitors sell unprotected or Boc-protected analogs—these have their place, but Cbz-protection resists hydrolytic byproducts under basic coupling conditions. Clients using older boronic acids sometimes report a sticky mess or side reactions after weeks of storage; our Cbz version keeps its performance, without that degradation.

    Specifications Borne from Experience

    Many clients are not only looking at purity. They want to know whether our boronic acid dissolves smoothly for chromatographic analysis or whether it holds up to grinding under vacuum transfer. Over repeated pilot plant work, we’ve set the acceptable melting point range between 168-172 °C and developed an established protocol for confirming identification by 1H NMR (DMSO–d6, showing the typical aromatic and benzylic protons) and 11B NMR. Microbial and elemental analyses are also regularly run, as new regulations pop up across markets. For projects where trace metal content is critical, we’ve adjusted our workup process to reduce palladium, iron, and copper below widely accepted threshold levels.

    Differentiating from Generic Boronic Acids

    Some labs source basic phenylboronic acid for coupling, but trouble arises when scaling up or when handling sensitive substrates. We have seen that the additional protection in (4-Benzyloxycarbonylphenyl)boronic acid controls unwanted polymerization and oxidative dimerization, which, frankly, can be a bane for anyone running multi-gram or kilo syntheses. Where basic analogs show variable yields due to adventitious moisture or surface oxidation, our Cbz-functionalized version offers batch-to-batch reproducibility. Repeat clients have shared data: Their downstream yields remain above 90% in Suzuki couplings—much higher than generic alternatives.

    Unlike standard aryl boronic acids, our Cbz-protected compound tolerates a broader pH and temperature window. Customers scaling for preclinical batches often find that this translates to fewer process interruptions and less waste. The difference may not jump out when buying a few grams, but for kilo-lot runs or GMP campaigns, these process improvements cut costs in ways we track over years.

    How Clients Use It in Practice

    We regularly work with pharmaceutical and fine chemical manufacturers. Their most common feedback concerns compatibility during late-stage, N-heterocyclic synthesis. In our own test runs, (4-Benzyloxycarbonylphenyl)boronic acid reliably couples with chlorinated or brominated heterocycles under palladium catalysis, giving clean conversion without Cbz hydrolysis, which saves on purification downtime.

    Chemical engineers working with sterile or high-value APIs have especially valued the stability upon storage. We pack product under nitrogen, seal in double polyethylene liners, and mark every drum with a unique lot code. For those exporting to regulated markets, proof of identity and batch traceability become non-negotiable. Over the years, no shipment has needed to be returned for compound instability or label errors—a result of in-house double-checking rather than trust in automated systems alone.

    The Manufacturing Edge—Attention to Every Lot

    Direct control over every reaction vessel, purification step, and packaging process has taught us many lessons. We don’t simply push out product based on textbook methods; we monitor reactor profiles, track every deviation, and keep physical and electronic records synched. Several years back, an outlier lot showed slight discoloration. Rather than release it, our team isolated the cause: a catalyst impurity slip at the hydrogenation stage. Since then, we introduced in-process sampling with ICP-OES and reinforce strict catalyst charging protocols, all of which contributed to higher reliability for our Cbz-boronic acid.

    Supporting Advanced Synthesis

    Innovators in the field of medicinal chemistry have moved from routine phenyl boronic acids toward more complex, protected building blocks. (4-Benzyloxycarbonylphenyl)boronic acid now figures in the synthesis of kinase inhibitors, antitumor compounds, and CNS-active molecules. Structure-activity relationship studies depend on maintaining the integrity of such intermediates between steps, and our clients often share their synthesis schemes for troubleshooting. The Cbz group stands up well under both basic and moderately acidic conditions, protecting the boronic acid until the last deprotection step.

    In some cases, the deprotection can be fine-tuned for mild palladium-on-carbon hydrogenation, delivering the free amine or phenol without harming the rest of the molecule. Researchers have told us that older, unprotected boronic acids led to hydrolytic breakdown or unwanted side reactions, which meant extra time in prep and purification. With our Cbz-protected compound, downtime for troubleshooting drops, which keeps projects on schedule.

    Meeting Regulatory and Supply Demands

    Audits, both external and internal, force us to confront complacency. Our documentation trails cover synthesis parameters, operator notes, cleaning logs, and environmental controls. In our region, new environmental codes require reporting of process solvent usage and waste streams, so we reengineered our purification and waste handling steps, choosing solvents less likely to generate regulated emissions. Customers benefit from this approach, as their own regulatory submissions now move more smoothly with supporting documentation from our end.

    Global supply disruptions serve as reminders that stockpiling and short cycle times cannot replace reliable, direct manufacturing. We keep starting material supply lines diverse and transparent to avoid shortages—our partners value that we don’t rely solely on spot buying in global markets, which sometimes introduces inconsistent input quality. For large-scale projects, transparent forward contracts with starting material suppliers give everyone involved a better sense of pricing and availability. We believe that owning every stage of the (4-Benzyloxycarbonylphenyl)boronic acid journey, from grams to tons, delivers security for our clients’ supply chains, rather than a scramble for leftovers on the open market.

    Continuous Improvement: Feedback from the Field

    Working hand in hand with process chemists, we have received detailed feedback about things sometimes overlooked in the lab. One client flagged faint but reproducible discoloration during post-coupling workup, traced back to micro-contaminants in a single lot of sodium carbonate. In response, we added an extra round of supplier auditing and introduced trace elements screening beyond the usual heavy metals. This lesson reinforced our philosophy: the finest details matter more as the value of your final product increases.

    Another client running milligram to kilogram scale-ups once experienced foaming during coupling; after in-depth review, we added degassing steps and vacuum transfer protocols in our own operation, passing these learnings on in our technical discussions. Unlike some off-the-shelf boronic acids, we label every drum with storage and handling guidance learned from real-world manufacturing, not just what the lit says.

    Environmental Health and Worker Safety

    We take responsibility for every step, including how our production impacts people and place. Our facility has invested in closed-system handling and local exhaust extraction, protecting workers from extended boronic acid dust or solvent vapors. Periodic blood and urine screening confirms exposure remains below occupational limits. For environmental discharges, we log every liter and periodically review wastewater for boron, aromatic compounds, and solvents, minimizing risk to local water tables.

    Since new regulations in our area require stricter solvent recycling, we upgraded to continuous distillation and reuse over three years ago. The amount of solvent waste going to incineration has dropped by 65%, and local authorities review our logs as part of compliance checks. Not only has this reduced costs, but it has also improved our relationship with the local community—a small but meaningful gain beyond immediate product quality.

    Research Partnerships: Keeping Innovation Alive

    By working directly with academic teams and contract research organizations, we keep our finger on the pulse of new demands. Sometimes a research partner needs a modified protection pattern or a special isotopic label for tracing studies. Instead of mass-producing and forgetting, we take on custom synthesis campaigns, often sharing reaction data with collaborators. These field cases feed back into our standard practices.

    Smaller projects sometimes lead to bigger changes. For example, a client working on photoactive compounds requested UV absorption data and photostability curves for our Cbz-protected boronic acid, which prompted us to include these tests in our routine quality control for every batch, benefitting all customers down the line.

    Reducing Risk: From Our Door to Yours

    We have found over time that faster response to queries and technical support solves more problems than stockpiling brochures or certifications. A customer once flagged a shipment delayed in customs requiring batch-specific impurity profiles; because all our material is tracked by integrated batch records, we responded with the right documentation within hours, preventing lengthy project slowdowns.

    Flexible packaging, prompt handling of MSDS and COA requests, and real-time export documentation have built up trust with partners facing regulatory deadlines. In a field crowded with brokers and resellers, direct accountability makes the difference between a missed deadline and swift project progress.

    Looking Forward: Staying Ahead of Industry Demands

    The compound (4-Benzyloxycarbonylphenyl)boronic acid stands at a sweet spot of synthetic utility and process reliability. We continually scan the field for demand shifts—not just for the compound in its current form but also for innovation in protection group chemistry, scale, form, and impurity thresholds. Turnaround times shorten as new medicines move from discovery to clinical trial in record time, and our commitment stays with those timelines—not just delivering product, but sharing relevant data, optimization support, and troubleshooting before small problems become major headaches.

    Our team resists shortcuts, regardless of market pressure or raw materials squeeze. Direct engagement with clients, hands-on synthesis, and willingness to refine our playbook with every order gives (4-Benzyloxycarbonylphenyl)boronic acid a reputation for reliability and performance that’s been earned, not improvised. We keep learning, keep refining, and keep delivering, because chemistry in practice is always about more than a bottle of powder—it’s about supporting the progress of every project, start to finish.