Cbz-2-Bromo-D-Phenylalanine

Base Information

• Chemical Name: Cbz-2-Bromo-D-Phenylalanine
• CAS No.: 123098-44-2
• Molecular Formula: C17H16 Br N O4
• Molecular Weight: 378.21700
• Hs Code.: 2924299090
• Mol file: 123098-44-2.mol

Synonyms:DL-Phenylalanine,2-bromo-N-[(phenylmethoxy)carbonyl]-

Chemical Property of Cbz-2-Bromo-D-Phenylalanine

Chemical Property:

• PSA: 75.63000
• LogP: 3.76210
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-(((Benzyloxy)carbonyl)amino)-3-(2-bromophenyl)propanoic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cbz-2-Bromo-D-Phenylalanine

There total 7 articles about Cbz-2-Bromo-D-Phenylalanine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 7.2%

(2S)-amino-4-methylpentanamide hydrochloride (10466-61-2) + z-(RS)-Phe(2Br)-O-carbamoylmethyl (203640-56-6) → Z-DL-Phe(2Br) (123098-44-2,1270295-82-3) + [2-(2-Bromo-phenyl)-1-((S)-1-carbamoyl-3-methyl-butylcarbamoyl)-ethyl]-carbamic acid benzyl ester

Guidance literature:

With α-chymotripsin on Celite; Tris buffer; TEA; In acetonitrile; at 30 ℃; for 48h;

DOI:10.1016/S0040-4039(97)10798-5

Reference yield: 3.4%

(2S)-amino-4-methylpentanamide hydrochloride (10466-61-2) + Z-(RS)-Phe(2Br)-OCH2CF3 (203640-55-5) → Z-DL-Phe(2Br) (123098-44-2,1270295-82-3) + [2-(2-Bromo-phenyl)-1-((S)-1-carbamoyl-3-methyl-butylcarbamoyl)-ethyl]-carbamic acid benzyl ester

Guidance literature:

With α-chymotripsin on Celite; Tris buffer; TEA; In acetonitrile; at 30 ℃; for 48h;

DOI:10.1016/S0040-4039(97)10798-5

Reference yield:

(2S)-amino-4-methylpentanamide hydrochloride (10466-61-2) + Z-(RS)-Phe(2Br)-ON=C(CH3)2 (423763-16-0) → Z-DL-Phe(2Br) (123098-44-2,1270295-82-3) + Z-(S)-Phe(2Br)-(S)-Leu-NH2

Guidance literature:

With α-chymotrypsin immobilised on Celite; triethylamine; In acetonitrile; at 30 ℃; for 1h; pH=7.8;

DOI:10.1039/b108735p

upstream raw materials:

(2S)-amino-4-methylpentanamide hydrochloride

z-(RS)-Phe(2Br)-O-carbamoylmethyl

Z-(RS)-Phe(2Br)-OCH₂CF₃

2-amino-3-(2-bromophenyl)propanoic acid

Downstream raw materials:

Z-(RS)-Phe(2Br)-OMe

Z-(RS)-Phe(2Br)-OCH₂CF₃

Z-(RS)-Phe(2Br)-OCH₂CH₂Cl

Z-(RS)-Phe(2Br)-OCH₂CF₂CF₃

Refernces

• 1、 Miyazawa, Toshifumi,Nakajo, Shin'ichi,Nishikawa, Miyako,Hamahara, Kazumi,Imagawa, Kiwamu,Ensatsu, Eiichi,Yanagihara, Ryoji,Yamada, Takashi. "α-chymotrypsin-catalysed peptide synthesis via the kinetically controlled approach using activated esters as acyl donors in organic solvents with low water content: Incorporation of non-protein amino acids into peptides". . p. 82 - 86. Retrieved 2007/10/03.