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

Base Information

• Chemical Name: diphenyl 1-[(N-p-cyanobenzenesulfonyl-O-tert-butyl-D-seryl)-L-alanyl]amino-2-[4-(N,N'-bis(tert-butyloxycarbonyl)guanidino)phenyl]ethanephosphonate
• CAS No.: 913239-54-0
• Molecular Formula: C₄₈H₆₀N₇O₁₂PS
• Molecular Weight: 990.084
• Mol file: 913239-54-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about diphenyl 1-[(N-p-cyanobenzenesulfonyl-O-tert-butyl-D-seryl)-L-alanyl]amino-2-[4-(N,N'-bis(tert-butyloxycarbonyl)guanidino)phenyl]ethanephosphonate 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: 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:

diphenyl 1-(benzyloxycarbonylamino)-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate (695172-02-2) → 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:

Multi-step reaction with 2 steps

1.1: H₂ / Pd/C / methanol / 8 h / 20 °C

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

2.2: 50 percent / CH₂Cl₂ / 20 °C

With PS-carbodiimide; hydrogen; benzotriazol-1-ol; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jm060622g

Reference yield:

N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine (152120-54-2,862686-58-6,1143572-00-2) → 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:

Multi-step reaction with 3 steps

1.1: Et₃N / acetonitrile / Heating

2.1: H₂ / Pd/C / methanol / 8 h / 20 °C

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

3.2: 50 percent / CH₂Cl₂ / 20 °C

With PS-carbodiimide; hydrogen; benzotriazol-1-ol; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;

DOI:10.1021/jm060622g

upstream raw materials:

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

diphenyl 1-amino-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate

diphenyl 1-(benzyloxycarbonylamino)-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate

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