(R)-[(R)-2-Benzyloxycarbonylamino-2-(3,5-bis-benzyloxy-4-methoxy-phenyl)-acetylamino]-(4-methoxy-phenyl)-acetic acid methyl ester

Base Information

• Chemical Name: (R)-[(R)-2-Benzyloxycarbonylamino-2-(3,5-bis-benzyloxy-4-methoxy-phenyl)-acetylamino]-(4-methoxy-phenyl)-acetic acid methyl ester
• CAS No.: 401895-83-8
• Molecular Formula: C₄₁H₄₀N₂O₉
• Molecular Weight: 704.777
• Mol file: 401895-83-8.mol

Synonyms:(R)-[(R)-2-Benzyloxycarbonylamino-2-(3,5-bis-benzyloxy-4-methoxy-phenyl)-acetylamino]-(4-methoxy-phenyl)-acetic acid methyl ester

Chemical Property of (R)-[(R)-2-Benzyloxycarbonylamino-2-(3,5-bis-benzyloxy-4-methoxy-phenyl)-acetylamino]-(4-methoxy-phenyl)-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-[(R)-2-Benzyloxycarbonylamino-2-(3,5-bis-benzyloxy-4-methoxy-phenyl)-acetylamino]-(4-methoxy-phenyl)-acetic acid methyl ester

There total 1 articles about (R)-[(R)-2-Benzyloxycarbonylamino-2-(3,5-bis-benzyloxy-4-methoxy-phenyl)-acetylamino]-(4-methoxy-phenyl)-acetic acid methyl 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: 71.0%

methyl 4-methoxyphenyl-D-phenylglycinate (78307-39-8) + (R)-Benzyloxycarbonylamino-(3,5-bis-benzyloxy-4-methoxy-phenyl)-acetic acid (177608-31-0) → (R)-[(R)-2-Benzyloxycarbonylamino-2-(3,5-bis-benzyloxy-4-methoxy-phenyl)-acetylamino]-(4-methoxy-phenyl)-acetic acid methyl ester (401895-83-8)

Guidance literature:

With benzotriazol-1-ol; thymidine 5'-phosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 16h;

DOI:10.1016/S0040-4039(01)01928-1

Reference yield:

(R)-[(R)-2-Benzyloxycarbonylamino-2-(3,5-bis-benzyloxy-4-methoxy-phenyl)-acetylamino]-(4-methoxy-phenyl)-acetic acid methyl ester (401895-83-8) → (R)-[(R)-2-[(S)-2-Benzyloxycarbonylamino-2-(3,5-bis-benzyloxy-4-methyl-phenyl)-acetylamino]-2-(3,5-dihydroxy-4-methoxy-phenyl)-acetylamino]-(4-methoxy-phenyl)-acetic acid

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 10 percent Pd/C

2: EDCl; HOAt; TMP / 17 h / 0 - 20 °C

3: 73 percent / LiOH / tetrahydrofuran; methanol; H₂O

With lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; hydrogen; thymidine 5'-phosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; water;

DOI:10.1016/S0040-4039(01)01928-1

Reference yield:

(R)-[(R)-2-Benzyloxycarbonylamino-2-(3,5-bis-benzyloxy-4-methoxy-phenyl)-acetylamino]-(4-methoxy-phenyl)-acetic acid methyl ester (401895-83-8) → (R)-[(R)-2-Amino-2-(3,5-bis-benzyloxy-4-methoxy-phenyl)-acetylamino]-(4-methoxy-phenyl)-acetic acid methyl ester

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/S0040-4039(01)01928-1

upstream raw materials:

methyl 4-methoxyphenyl-D-phenylglycinate

(R)-Benzyloxycarbonylamino-(3,5-bis-benzyloxy-4-methoxy-phenyl)-acetic acid