(S)-2-[(S)-2-Allyloxycarbonylamino-3-(diethoxy-phosphoryloxy)-propionylamino]-3-phenyl-propionic acid heptyl ester

Base Information

• Chemical Name: (S)-2-[(S)-2-Allyloxycarbonylamino-3-(diethoxy-phosphoryloxy)-propionylamino]-3-phenyl-propionic acid heptyl ester
• CAS No.: 190318-56-0
• Molecular Formula: C₂₇H₄₃N₂O₉P
• Molecular Weight: 570.62
• Mol file: 190318-56-0.mol

Synonyms:(S)-2-[(S)-2-Allyloxycarbonylamino-3-(diethoxy-phosphoryloxy)-propionylamino]-3-phenyl-propionic acid heptyl ester

Chemical Property of (S)-2-[(S)-2-Allyloxycarbonylamino-3-(diethoxy-phosphoryloxy)-propionylamino]-3-phenyl-propionic acid heptyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(S)-2-Allyloxycarbonylamino-3-(diethoxy-phosphoryloxy)-propionylamino]-3-phenyl-propionic acid heptyl ester

There total 3 articles about (S)-2-[(S)-2-Allyloxycarbonylamino-3-(diethoxy-phosphoryloxy)-propionylamino]-3-phenyl-propionic acid heptyl 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: 94.8%

(S)-2-Amino-3-phenyl-propionic acid heptyl ester + (S)-2-Allyloxycarbonylamino-3-(diethoxy-phosphoryloxy)-propionic acid (197910-59-1) → (S)-2-[(S)-2-Allyloxycarbonylamino-3-(diethoxy-phosphoryloxy)-propionylamino]-3-phenyl-propionic acid heptyl ester (190318-56-0)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1055/s-1997-1306

Reference yield:

(S)-2-Allyloxycarbonylamino-3-hydroxy-propionic acid heptyl ester → (S)-2-[(S)-2-Allyloxycarbonylamino-3-(diethoxy-phosphoryloxy)-propionylamino]-3-phenyl-propionic acid heptyl ester (190318-56-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / pyridine / a) -46 deg C, 30 min, b) -15 deg C, 18 h, c) 0 deg C, 6 h

2: 89 percent / lipase from Aspergillus niger, phosphate buffer, deoxytaurocholic acid sodium salt / acetone / 37 °C

3: 94.8 percent / EDC, HOBt, Et₃N / CH₂Cl₂ / 2 h / 0 °C

With pyridine; phosphate buffer; lipase from Aspergillus niger; sodium taurodeoxycholate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; acetone;

DOI:10.1055/s-1997-1306

Reference yield:

(S)-2-Allyloxycarbonylamino-3-(diethoxy-phosphoryloxy)-propionic acid heptyl ester (197910-56-8) → (S)-2-[(S)-2-Allyloxycarbonylamino-3-(diethoxy-phosphoryloxy)-propionylamino]-3-phenyl-propionic acid heptyl ester (190318-56-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / lipase from Aspergillus niger, phosphate buffer, deoxytaurocholic acid sodium salt / acetone / 37 °C

2: 94.8 percent / EDC, HOBt, Et₃N / CH₂Cl₂ / 2 h / 0 °C

With phosphate buffer; lipase from Aspergillus niger; sodium taurodeoxycholate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; acetone;

DOI:10.1055/s-1997-1306

upstream raw materials:

(S)-2-Allyloxycarbonylamino-3-(diethoxy-phosphoryloxy)-propionic acid

(S)-2-Allyloxycarbonylamino-3-(diethoxy-phosphoryloxy)-propionic acid heptyl ester