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HS Code |
374556 |
| Product Name | Boc-D-3-Fluorophe |
| Cas Number | 143824-95-9 |
| Molecular Formula | C14H16FNO4 |
| Molecular Weight | 281.28 |
| Purity | ≥98% |
| Appearance | White to off-white solid |
| Storage Temperature | 2-8°C |
| Solubility | Soluble in DMSO, methanol |
| Smiles | CC(C)(C)OC(=O)N[C@@H](C1=CC(=CC=C1)F)CO |
| Iupac Name | tert-butyl (2R)-2-amino-3-(3-fluorophenyl)propanoate |
| Chemical Class | Fluorinated amino acid derivative |
| Optical Activity | D-isomer |
As an accredited Boc-D-3-Fluorophe factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | The packaging for Boc-D-3-Fluorophe contains 5 grams sealed in a clear glass vial, labeled with product name, quantity, and safety information. |
| Shipping | Boc-D-3-Fluorophe is shipped in tightly sealed containers under ambient or refrigerated conditions, based on stability requirements. Packaging ensures protection from moisture, light, and physical damage. Standard shipping includes safety labeling and compliance with chemical transport regulations. All documentation and material safety data sheets (MSDS) are provided with the shipment. |
| Storage | Boc-D-3-Fluorophe should be stored in a cool, dry, and well-ventilated area, away from direct sunlight and sources of ignition. Keep the container tightly closed when not in use. Store at 2-8°C (refrigerated) and protect from moisture and incompatible materials such as strong acids and bases. Properly label and segregate from food and incompatible chemicals. |
Applications of Boc-D-3-Fluorophe in Industrial ManufacturingAs a specialist in advanced chiral building blocks, our Boc-D-3-Fluorophe plays a vital role in high-value pharmaceutical manufacturing and research pipeline projects. Recognized for its precise stereochemical integrity and fluorinated aromatic structure, this raw material integrates directly into downstream processes requiring high-purity intermediates. Below, we detail the principal industrial application scenarios, addressing regulatory expectations, relevant formulation ratios, production workflow, and the spectrum of final product outcomes. 1. Peptide Drug Intermediate ProductionBoc-D-3-Fluorophe is primarily adopted in peptide synthesis pipelines for the production of fluorinated D-phenylalanine-containing APIs and peptide therapeutics. Manufacturers utilize this intermediate to achieve target-site specificity within therapeutic peptides, leveraging the fluorine atom’s unique biochemical influence. Formulators rely on it for enhanced binding and in vivo metabolic stability. Selection of this amino acid derivate directly impacts the pharmacokinetics of peptide receptor agonists or enzyme inhibitors in clinical development. Industry compliance standards
Typical usage ratio
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2. Fluorine-Labelled Prodrug SynthesisThis chiral fluorinated intermediate serves as a core building block for synthesizing non-racemic, fluorine-labelled prodrugs required in bioavailability and ADME studies. Pharmaceutical manufacturers rely on its defined D-configuration and fluorine substitution to introduce metabolically stable motifs within complex structures aimed at oral and parenteral formulations. The compound’s Boc protection group maintains amine reactivity for streamlined downstream deprotection and coupling stages. Industry compliance standards
Typical usage ratio
Downstream process integration
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3. Chiral Reference Standard ProductionDownstream analytical labs and QC facilities request high-purity Boc-D-3-Fluorophe to synthesize absolute-configuration reference compounds for enantiomeric purity validation. The unique three-fluorine substitution and protected D-amino core enable precise chiral discrimination by HPLC and NMR, vital for regulatory submissions involving fluorinated amino derivatives. Its chemical stability during storage and sample preparation makes it a preferred source for quality benchmarking. Industry compliance standards
Typical usage ratio
Downstream process integration
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4. Stereospecific Building Block for Peptidomimetic ScaffoldsSpecialty chemical companies and medicinal chemistry groups employ this Boc-protected D-amino acid as a stereospecific core in the design of peptidomimetic compounds. The 3-fluoro substituent confers unique structure-activity relationships (SAR) within rational drug design projects, supporting hit-to-lead campaigns demanding strict chiral control. Its use in combinatorial synthesis pipelines accelerates SAR study cycles for non-proteinogenic peptide analogs with novel pharmacological profiles. Industry compliance standards
Typical usage ratio
Downstream process integration
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As a manufacturer with decades of hands-on involvement in protected amino acid derivatives, we understand the daily pressures faced by peptide chemists and process developers in pharma and biotech. Years spent improving production of building blocks like Boc-D-3-Fluorophe have taught us what truly matters: consistent purity, reproducible performance, safe handling, and real world supply reliability. We started from basic research in fluorinated aromatic amino acids back when the market for these molecules was just beginning to grow. Every process improvement, every batch record from the plant floor, every customer inquiry, has shaped how we work with this unique entity.
Boc-D-3-Fluorophe brings together features that direct its popularity and challenges. As a D-enantiomer of 3-Fluorophenylalanine protected with tert-butyloxycarbonyl (Boc), this molecule plugs into solid-phase peptide synthesis (SPPS) workflows designed for the most selective requirements. Our history with Boc-amino acid manufacturing dates back to when high-fluorine performance resins demanded new amino acid building blocks. We’ve scaled up production to fit both kilo-lab and commercial lots, always adapting methods to maximize yield and avoid problems like low-level impurity carryover. Ensuring enantiomeric purity has never been a back-burner issue for our operation. We perform full chiral HPLC profiling as standard, and our in-process controls eliminate confusion between D- and L-forms, or between ortho-, meta- and para-fluoro substitutions.
Research into fluorinated aromatic amino acids grew rapidly as medicinal chemists recognized the impact of fluorine substituents on metabolic stability, receptor binding, and overall pharmacokinetic behavior. Boc-D-3-Fluorophe targets the needs of advanced peptide syntheses that call for site-specific modification and chirality. Peptide and small molecule development both benefit from this compound’s features.
D-3-Fluorophenylalanine in the Boc-protected form introduces both a steric and electronic influence on peptide conformation. Fluorine at the meta-position disrupts local aromatic electron density, potentially modifying hydrogen bonding patterns and pi-interactions in peptide backbones. These effects shift the stability, folding, and bioactivity of protease-resistant peptides, a property exploited in peptide-based enzyme inhibitors or peptide drugs targeting resistant pathogens. Firms publicizing new antimicrobial peptides frequently cite the functional improvement attained through D-amino acid substitution and, specifically, the tuning power of non-canonical aromatic residues.
On the instrumentation or synthesis bench, most chemists appreciate the solid state and crystalline nature of our Boc-D-3-Fluorophe. It enables precise weighing and smoother solvent transfers, which reduces frustrations during dipeptide or oligopeptide elongation steps. We avoid over-drying after synthesis. We’ve found that a balance between free-flowing powder and semi-dense mass allows faster dispersion into the DMF or DCM used in coupling reactions.
The quality of Boc-D-3-Fluorophe always comes back to careful attention in the plant and the testing lab. For example, many technical complaints in commercial peptide synthesis trace back to incomplete side-chain deprotection or low solubility due to too much polymorphic material. Our product specification targets high chemical purity (HPLC area %), chiral purity, and control of residual solvents.
Manual batch records and digital tracking ensure traceability in every drum, jar, or bottle. We don’t just pass routine checks—we analyze for non-obvious contaminants, such as residual starting acid, low-level peptide fragments, and unusual UV-absorbing byproducts that could poison expensive catalysts down the line. Documentation for each lot always provides a full spectrum of chromatographic, NMR, and mass spec data. As many peptide segment manufacturers add fluorinated D-amino acids into longer sequences, they report back to us about key concerns: do they see consistent RP-HPLC retention times, are the optical rotations always inside spec, and does the lot-to-lot performance align with prior data? We incorporate this feedback at every campaign.
Our Boc-D-3-Fluorophe typically comes in the white, solid, microcrystalline state, easy to handle in most ambient laboratories. Its molecular structure gives predictable reactivity in coupling chemistry, and our technical staffs dive deep into troubleshooting coupling agents, resin compatibility, or scale-up bottlenecks. Years of close feedback with process chemists taught us which physical handling or formulation challenges actually matter at the bench or reactor.
A crowded catalog of protected fluorophenylalanines offers options to chemists, but not all are equal. Experience tells us there are three main dimensions we address with this specific product: enantiomeric purity, position of fluorination, and optimized protection strategy.
As a pure D-isomer, Boc-D-3-Fluorophe plays a key role in biostability and enzyme resistance. Using the D- versus L- configuration alters both the digestibility of synthetic peptides and the binding to chiral biological targets. There’s no shortcut around enantioselective synthesis—racemic or contaminated batches ruin results downstream and represent real waste in late-stage experimental procedures. Our control systems turn on this insight: strict source qualification and multi-step resolution guarantee D-only material every time.
Meta-fluorination brings a subtle but meaningful shift compared to ortho- or para- analogues. The position of the fluorine atom tunes electronic effects and can flip the behavior of final peptide conjugates: we’ve worked with partners reporting that meta-fluoro peptides show improved stability under oxidative conditions or altered receptor binding kinetics relative to their para counterparts. This technical difference makes Boc-D-3-Fluorophe more than just a generic fluorinated amino acid.
Finally, Boc protection sits at the crossroads of stability and synthetic compatibility. Unlike Fmoc, the Boc group suits acid-labile synthetic regimes and facilitates fragment condensation under commonly used acidolysis protocols. Our plant’s experience—decades refining deprotection step sequences—means we supply a Boc group conforming to well-known reactivity trends and process efficiencies. End-users benefit from protection schemes proven by years of customer feedback and internal testing.
Producing Boc-D-3-Fluorophe at commercial scale forces us to address specific hurdles. Enantiomeric excess doesn’t just arrive by tweaking reaction conditions on paper; we spend dozens of hours purifying intermediates, calibrating columns, and retesting stereochemical purity using both polarimetry and chiral chromatography. Any drift in fluorinating conditions introduces byproducts difficult to separate from main product. We learned early on that even small increases in fluorination agent concentration shift product profiles in ways that only show up during late-stage purification.
One customer story showed how switching from L- to D-3-Fluorophenylalanine—seemingly a simple replacement—changed overall bioactivity due to trace isomer crossover. These lessons reinforced our control of both feedstock and intermediate storage: non-ideal temperature or trace water during Boc protection can force reversion or decomposition, leading to low yield and contaminated product. In our experience, robust containment and rigorous environmental monitoring deliver not just better results, but also more transparent and communicable performance data.
Peptide manufacturers, especially those operating under cGMP or ISO guidelines, demand trace metals, residual solvents, and late-eluting impurities to be monitored. We field requests for extra documentation and batch-specific impurity maps, and respond by investing in targeted LC-MS and GC-MS methods. Our analysts won’t sign off until every new batch meets internal and customer-driven requirements.
Boc-D-3-Fluorophe’s track record extends across hundreds of published peptide syntheses and research studies, particularly in antimicrobial, neuroreceptor, and enzyme modulator applications. In-house studies, supplemented by the feedback loop established through years of global distribution, spotlight where the real pain points arise—from failed coupling yields on the bench to load cell errors in automated synthesizers.
Nearly every major instrument manufacturer for SPPS now accommodates the use of fluorinated D-amino acid segments. Having our Boc-D-3-Fluorophe incorporated into robotic workflows, programmable batch reactors, and custom solid-phase runs has made us more aware of needed tweaks—particle size, powder density, or packaging variations to suit fast transfers and strict weight verifications.
Many teams rely on this building block for iterative SAR studies, as its introduction allows a switch from hydrolyzable, natural peptide bonds to protease-resistant, modified bonds. We’ve worked alongside pharmaceutical partners as their projects shift from milligram test reactions to multi-gram manufacturing—each step demanding detailed documentation and consistent quality. Our technical support connects synthetic chemists to practical troubleshooting for scale-up reactors and purification bottlenecks.
We stay ahead not only by satisfying regulatory documentation and standard testing, but by learning directly from failures or scale-up surprises. Once, a series of pooled BOC-protection reactions ran longer than anticipated, leading to incomplete capping and difficult-to-remove fluorescent impurities. Rather than mask the issue, we collaborated with users to adjust downstream purification and optimize future batch schedules. Every hiccup, every out-of-spec event becomes part of our quality knowledge base—shared internally and, when relevant, discussed with regular customers.
Environmental stewardship has become increasingly non-optional. We take every chance to evaluate our syntheses and waste management protocols for improvement. Understanding the lifecycle of complex organic chemicals like Boc-D-3-Fluorophe, especially regarding aqueous waste and organic solvent handling, has forced us to try greener alternatives in auxiliary steps. Every efficiency we find in the plant, from solvent recovery to reduced energy protocols, trickles to the end user as both cost savings and reduced environmental footprint.
As REACH and other chemical regulations require disclosure of chemical fate and toxicity, our teams monitor not just finished product but also potential decomposition profiles during shipping, storage, and use. Years on the manufacturer’s side exposed practical weak points—light or temperature sensitivity, for instance, or compatibility with less common solvents. Our documentation and support address these needs, reflecting our real experience navigating the chemical’s full lifecycle.
Peptide chemists regularly face setbacks from inconsistent building blocks. To prevent such issues, we dedicate considerable effort to ensuring each package of Boc-D-3-Fluorophe maintains its integrity across time and storage conditions. Our plant controls humidity closely and only ships material in packaging tested to prevent contamination or caking. We invite users to share storage anecdotes and solvent compatibility reports, incorporating this data into batch refinement over time.
In fielding technical inquiries, we frequently help customers optimize Boc removal or manage compatibility concerns with unusual peptide sequences. Our application scientists, many coming from hands-on peptide labs themselves, know first-hand the importance of rapid troubleshooting. We don’t just sell; we partner in method development, helping customers tune deprotection schedules, match resins, or shift coupling agents for best results. Our cumulative industrial perspective feeds back into every aspect of Boc-D-3-Fluorophe manufacturing.
The peptide and medicinal chemistry fields never stand still. Each year brings revised synthetic strategies, new automated platforms, and shifting regulatory demands. We keep pace by making our entire process, from raw material vetting to finished goods quality control, as transparent and responsive as possible. When a new synthetic trend—perhaps a shift to continuous-flow coupling, or a spike in new D-amino acid analogues—arises, we evaluate its fit for Boc-D-3-Fluorophe, running pilot batches or test syntheses as needed.
Some of our most valued relationships come from back-and-forth like this, where customers challenge us with edge-case usage or special purity needs not easily met by market-grade alternatives. Internal innovation keeps our methods aligned with both traditional scale-up and the new world of custom peptide manufacturing. Our company thrives on dialogue with customers who don’t just buy off the shelf, but want a supplier able to navigate real project complexities and offer workable solutions.
We’ve watched the reputation of fluorinated D-phenylalanine building blocks like ours grow among discovery chemists, peptide startups, and multinational pharma production teams alike. Each new application or purity challenge pushes us to adapt, improve protocols, or even consider novel protection groups or alternative synthetic routes. Being an actual chemical manufacturer means we see both the chemistry and its commercial context—balancing technical innovation, cost control, and safety throughout the process.
Today’s chemical ecosystem demands more than just high-quality products. We prioritize responsible sourcing of precursors, reduced solvent consumption, and compliance with evolving environmental standards. Every batch of Boc-D-3-Fluorophe we ship carries our assurance that environmental and human safety considerations played into both design and execution of the process.
We empower customers with knowledge: storage tips, disposal guidelines, and best practices to avoid unnecessary waste. Our efforts to recycle solvents, minimize waste, and communicate clear chemical handling requirements further underscore a commitment that goes beyond simple compliance.
Our team fosters a culture of ongoing learning, with scientists regularly attending trade forums, technical workshops, and customer visits to keep skills and knowledge sharp. By doing this, we ensure our Boc-D-3-Fluorophe keeps delivering value where it matters: as a reproducible, pure, responsive building block ready for the demands of both today’s and tomorrow’s peptide science.