[(N-p-cyanobenzenesulfonyl-O-tert-butyl)-D-seryl]-L-alanine

Base Information

• Chemical Name: [(N-p-cyanobenzenesulfonyl-O-tert-butyl)-D-seryl]-L-alanine
• CAS No.: 913239-40-4
• Molecular Formula: C₁₇H₂₃N₃O₆S
• Molecular Weight: 397.452
• Mol file: 913239-40-4.mol

Synonyms:[(N-p-cyanobenzenesulfonyl-O-tert-butyl)-D-seryl]-L-alanine

Chemical Property of [(N-p-cyanobenzenesulfonyl-O-tert-butyl)-D-seryl]-L-alanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(N-p-cyanobenzenesulfonyl-O-tert-butyl)-D-seryl]-L-alanine

There total 1 articles about [(N-p-cyanobenzenesulfonyl-O-tert-butyl)-D-seryl]-L-alanine 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: 58.0%

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7) + Nα-(9-fluorenylmethoxycarbonyl)-D-serine-tert-butyl ether (71989-33-8,128107-47-1) + p-cyanobenzenesulfonyl chloride (49584-26-1) → [(N-p-cyanobenzenesulfonyl-O-tert-butyl)-D-seryl]-L-alanine (913239-40-4)

Guidance literature:

Multistep reaction;

DOI:10.1021/jm060622g

Reference yield: 50.0%

[(N-p-cyanobenzenesulfonyl-O-tert-butyl)-D-seryl]-L-alanine (913239-40-4) + diphenyl 1-amino-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate (913239-29-9) → diphenyl 1-[(N-p-cyanobenzenesulfonyl-O-tert-butyl-D-seryl)-L-alanyl]amino-2-[4-(N,N'-bis(tert-butyloxycarbonyl)guanidino)phenyl]ethanephosphonate (913239-54-0)

Guidance literature:

[(N-p-cyanobenzenesulfonyl-O-tert-butyl)-D-seryl]-L-alanine; With PS-carbodiimide; benzotriazol-1-ol; In dichloromethane; for 0.166667h;

diphenyl 1-amino-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate; In dichloromethane; at 20 ℃;

DOI:10.1021/jm060622g

Reference yield:

[(N-p-cyanobenzenesulfonyl-O-tert-butyl)-D-seryl]-L-alanine (913239-40-4) → diphenyl 1-[(N-p-cyanobenzenesulfonyl-D-seryl)-L-alanyl]amino-2-(4-guanidinophenyl)ethanephosphonate trifluoroacetate

Guidance literature:

Multi-step reaction with 2 steps

1.1: HOBt; PS-carbodiimide / CH₂Cl₂ / 0.17 h

1.2: 50 percent / CH₂Cl₂ / 20 °C

2.1: 43 percent / CH₂Cl₂ / 3 h / 20 °C

With PS-carbodiimide; benzotriazol-1-ol; In dichloromethane;

DOI:10.1021/jm060622g

upstream raw materials:

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

Nα-(9-fluorenylmethoxycarbonyl)-D-serine-tert-butyl ether

p-cyanobenzenesulfonyl chloride

Downstream raw materials:

diphenyl 1-[(N-p-cyanobenzenesulfonyl-O-tert-butyl-D-seryl)-L-alanyl]amino-2-[4-(N,N'-bis(tert-butyloxycarbonyl)guanidino)phenyl]ethanephosphonate