Cbz-4-Fluoro-D-Phenylalanine

Base Information

• Chemical Name: Cbz-4-Fluoro-D-Phenylalanine
• CAS No.: 404-32-0
• Molecular Formula: C17H16 F N O4
• Molecular Weight: 317.317
• Mol file: 404-32-0.mol

Synonyms:Alanine, N-carboxy-3-(p-fluorophenyl)-,N-benzyl ester, DL- (8CI); DL-Phenylalanine, 4-fluoro-N-[(phenylmethoxy)carbonyl]-

Chemical Property of Cbz-4-Fluoro-D-Phenylalanine

Chemical Property:

• PSA: 75.63000
• LogP: 3.13870

Purity/Quality:

98%min ^*data from raw suppliers

2-([(BENZYLOXY)CARBONYL]AMINO)-3-(4-FLUOROPHENYL)PROPANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cbz-4-Fluoro-D-Phenylalanine

There total 3 articles about Cbz-4-Fluoro-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: 1.0%

(S)-alaninamide hydrochloride (33208-99-0) + Z-DL-Phe(4F)-OCH2CF3 (127862-81-1) → DL-Z-4-F-Phe-OH (404-32-0) + [(S)-1-((S)-1-Carbamoyl-ethylcarbamoyl)-2-(4-fluoro-phenyl)-ethyl]-carbamic acid benzyl ester

Guidance literature:

With Tris buffer; TEA; Celite; α-chymotrypsin; In acetonitrile; at 30 ℃; for 4h;

DOI:10.1039/P19960002867

Reference yield: 0.3%

(S)-alaninamide hydrochloride (33208-99-0) + Z-DL-Phe(4F)OMe (141971-11-1) → DL-Z-4-F-Phe-OH (404-32-0) + [(S)-1-((S)-1-Carbamoyl-ethylcarbamoyl)-2-(4-fluoro-phenyl)-ethyl]-carbamic acid benzyl ester

Guidance literature:

With Tris buffer; TEA; Celite; α-chymotrypsin; In acetonitrile; at 30 ℃; for 4h;

DOI:10.1039/P19960002867

Reference yield:

Z-DL-Phe(4F)-OCH2CF3 (127862-81-1) → (R)-2-Benzyloxycarbonylamino-3-(4-fluoro-phenyl)-propionic acid (404-32-0,2992-20-3,17543-58-7,117467-73-9)

Guidance literature:

With sodium hydroxide; phosphate buffer; at 25 ℃; for 117h; Yield given. Yields of byproduct given; porcine pancreatic lipase, pH=7.0;

upstream raw materials:

(S)-alaninamide hydrochloride

Z-DL-Phe(4F)-OCH₂CF₃

Z-DL-Phe(4F)OMe

Downstream raw materials:

[1-[N',N'-Bis-(2-chloro-ethyl)-hydrazinocarbonyl]-2-(4-fluoro-phenyl)-ethyl]-carbamic acid benzyl ester

2-amino-3-(4-fluorophenyl)propanamide

2-Amino-3-(4-fluoro-phenyl)-propionic acid N',N'-bis-(2-chloro-ethyl)-hydrazide; hydrobromide

(R)-4-fluorophenylalanine

Refernces

• 1、 Miyazawa, Toshifumi,Iwanaga, Hitoshi,Ueji, Shinichi,Yamada,Takashi,Kuwata, Shigeru. "Porcine Pancreatic Lipase Catalyzed Enantioselective Hydrolysis of Esters of N-Protected Unusual Amino Acids". . p. 2219 - 2222. Retrieved 2007/10/02.