401-28-5

Basic information

• Product Name: Cbz-2-Fluoro-D-Phenylalanine
• Synonyms: Cbz-2-Fluoro-D-Phenylalanine;Z-D-Phe(2-F)-OH;(R)-2-(((Benzyloxy)carbonyl)aMino)-3-(2-fluorophenyl)propanoic acid;2-Fluoro-N-[(phenylmethoxy)carbonyl]-DL-phenylalanine
• CAS NO: 401-28-5
• Molecular Formula: C₁₇H₁₆FNO₄
• Molecular Weight: 317.3116432
• Mol File: 401-28-5.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Cbz-2-Fluoro-D-Phenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: Cbz-2-Fluoro-D-Phenylalanine(401-28-5)
• EPA Substance Registry System: Cbz-2-Fluoro-D-Phenylalanine(401-28-5)

Safety Data

• Hazardous Substances Data: 401-28-5(Hazardous Substances Data)

Usage

General Description

Cbz-2-Fluoro-D-Phenylalanine is a chemical compound that is derived from the amino acid phenylalanine. It is modified with a carboxybenzyl (Cbz) group and a fluorine atom at the 2 position, and it is in the D conformation. Cbz-2-Fluoro-D-Phenylalanine is commonly used in organic synthesis and medicinal chemistry as a building block for the production of various pharmaceuticals and bioactive molecules. Its unique structure and properties make it a valuable tool for the development of new drugs and compounds for the treatment of various diseases and conditions.

Upstream product

• 127862-79-7 Z-DL-Phe(2F)-OCH₂CF₃ 
• 10466-61-2 (2S)-amino-4-methylpentanamide hydrochloride 
• 2629-55-2 2-fluoro-DL-phenylalanine 
• 501-53-1 benzyl chloroformate 
• 33208-99-0 (S)-alaninamide hydrochloride 
• 127090-61-3 Z-DL-Phe(2F)OMe 

Downstream Products

• 126689-34-7 2-Amino-3-(2-fluoro-phenyl)-propionic acid N',N'-bis-(2-chloro-ethyl)-hydrazide; hydrobromide 
• 81727-43-7 diethyl N-(o-fluorophenyl-DL-alanyl)-1-aminoethylphosphonate 
• 127862-79-7 Z-DL-Phe(2F)-OCH₂CF₃ 
• 127090-61-3 Z-DL-Phe(2F)OMe 
• 126689-33-6 [1-[N',N'-Bis-(2-chloro-ethyl)-hydrazinocarbonyl]-2-(2-fluoro-phenyl)-ethyl]-carbamic acid benzyl ester 

Relevant articles and documents

Superiority of the carbamoylmethyl ester as an acyl donor for the kinetically controlled amide-bond formation mediated by α-chymotrypsin

The superiority of the carbamoylmethyl ester as an acyl donor for the α-chymotrypsin-catalysed kinetically controlled peptide-bond formation is demonstrated in the couplings of an inherently poor amino acid substrate, Ala, with various amino acid residues as amino components and in the couplings of non-protein amino acids such as halogenophenylalanines as carboxylic components. Furthermore, this approach is applied to the amide-bond formation between an amino acid residue and a chiral amine, which is highly diastereoselective.

α-Chymotrypsin-catalysed peptide synthesis using activated esters as acyl donors

The coupling efficiency in α-chymotrypsin-catalysed peptide synthesis is greatly improved by the use of activated esters such as the 2,2,2-trifluoroethyl ester as acyl donor instead of the conventional methyl ester; this approach is useful for the incorporation of non-protein amino acids into peptides.