(S)-4-{(S)-2-{2-[4-(tert-Butoxycarbonylamino-methyl)-phenyl]-acetylamino}-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester

Base Information

• Chemical Name: (S)-4-{(S)-2-{2-[4-(tert-Butoxycarbonylamino-methyl)-phenyl]-acetylamino}-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester
• CAS No.: 205236-64-2
• Molecular Formula: C₅₀H₈₁N₄O₁₁P
• Molecular Weight: 945.187
• Mol file: 205236-64-2.mol

Synonyms:(S)-4-{(S)-2-{2-[4-(tert-Butoxycarbonylamino-methyl)-phenyl]-acetylamino}-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester

Chemical Property of (S)-4-{(S)-2-{2-[4-(tert-Butoxycarbonylamino-methyl)-phenyl]-acetylamino}-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-{(S)-2-{2-[4-(tert-Butoxycarbonylamino-methyl)-phenyl]-acetylamino}-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester

There total 12 articles about (S)-4-{(S)-2-{2-[4-(tert-Butoxycarbonylamino-methyl)-phenyl]-acetylamino}-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester 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: 60.0%

2-(4-(((tert-butoxycarbonyl)amino)methyl)phenyl)acetic acid (71420-92-3) + (S)-4-{(S)-2-Amino-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester (205236-46-0) → (S)-4-{(S)-2-{2-[4-(tert-Butoxycarbonylamino-methyl)-phenyl]-acetylamino}-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester (205236-64-2)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jm970853a

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (S)-4-{(S)-2-{2-[4-(tert-Butoxycarbonylamino-methyl)-phenyl]-acetylamino}-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester (205236-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 23 percent / H₂ / 10percent Pd/C / methanol / 760 Torr

2: 60 percent / DCC, HOBT, Et₃N / CH₂Cl₂; dimethylformamide / 0 - 20 °C

With hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970853a

Reference yield:

4-bromophenylacetic acid (13737-36-5) → (S)-4-{(S)-2-{2-[4-(tert-Butoxycarbonylamino-methyl)-phenyl]-acetylamino}-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester (205236-64-2)

Guidance literature:

Multi-step reaction with 5 steps

1: SOCl₂, Py / toluene; dimethylformamide / 0.08 h / 0 °C

2: Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

3: 98 percent / NaN₃ / dimethylformamide / Ambient temperature

4: 23 percent / H₂ / 10percent Pd/C / methanol / 760 Torr

5: 60 percent / DCC, HOBT, Et₃N / CH₂Cl₂; dimethylformamide / 0 - 20 °C

With pyridine; dmap; thionyl chloride; sodium azide; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm970853a

upstream raw materials:

2-(4-(((tert-butoxycarbonyl)amino)methyl)phenyl)acetic acid

(S)-4-{(S)-2-Amino-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester

di-tert-butyl dicarbonate

4-bromophenylacetic acid