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Other Specialized Reagents

BOC-D-4-Fluorophe

Category:

Other Specialized Reagents

CAS NO:

57292-45-2

Standard:

BP,USP,

Price Range:

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Main Sales Markets:

North America,Western Europe,Eastern Europe

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Shanghai Sunwise Chemical Co., Ltd.

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Basic Info

CAS Number

57292-45-2

Pharmacopoeia

BP,USP

Grade

Pharmaceutical Grade

Is Manufacturer

YES

Product Description

Pharmaceutical Raw Materials and Intermediates

AI Product Description

*The following content is generated by AI and is for reference only.

BOC-D-4-Fluorophenylalanine, often referenced by the code BOC-D-4-Fluorophe, is a specialized protected amino acid derivative widely utilized in modern peptide chemistry and medicinal research. Its molecular formula is C13H16FNO4, and it carries the CAS Registry Number 102957-84-2. This compound represents the D-enantiomer of phenylalanine substituted with a fluorine atom at the para position of the aromatic ring, with its amino group protected by a tert-butyloxycarbonyl (Boc) group. The introduction of the fluorine atom significantly alters the electronic and steric properties of the parent amino acid, making it an invaluable tool for enhancing the metabolic stability and binding affinity of peptide-based therapeutics. In pharmaceutical development, this reagent serves as a critical building block for synthesizing complex peptidomimetics and bioactive peptides. Researchers frequently incorporate D-amino acids into peptide sequences to improve resistance against enzymatic degradation by proteases, thereby extending the half-life of drug candidates in biological systems. Furthermore, the fluorine substituent allows for precise modulation of lipophilicity and hydrogen bonding capabilities, which can optimize the pharmacokinetic profile of a molecule. It is particularly useful in the design of inhibitors targeting specific enzymes or receptors where stereochemistry and electronic effects are paramount. The Boc protection group ensures that the alpha-amino functionality remains inert during solid-phase peptide synthesis (SPPS), allowing for selective coupling reactions without side reactions. Once the desired peptide chain is assembled, the Boc group can be efficiently removed under acidic conditions to reveal the free amine for further functionalization or purification. Due to its high purity and stereospecificity, BOC-D-4-Fluorophenylalanine is extensively employed in academic laboratories and industrial R&D departments focusing on drug discovery, protein engineering, and structural biology. Its availability facilitates the rapid iteration of lead compounds, accelerating the path from conceptual design to clinical candidate selection in the quest for more effective and stable therapeutic agents.