(S)-2-[((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-[((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester
• CAS No.: 851475-56-4
• Molecular Formula: C₄₂H₆₁NO₅
• Molecular Weight: 659.95
• Mol file: 851475-56-4.mol

Synonyms:(S)-2-[((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Chemical Property of (S)-2-[((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester

There total 4 articles about (S)-2-[((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carbonyl)-amino]-3-phenyl-propionic 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:

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) + acetic acid 3β-(olean-12-ene-28-chlorocarbonyl) ester (39701-64-9,7372-21-6) → (S)-2-[((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester (851475-56-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.bmc.2008.07.080

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (S)-2-[((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester (851475-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

2: Et₃N / CH₂Cl₂

With thionyl chloride; triethylamine; In dichloromethane;

DOI:10.1016/j.bmcl.2005.01.061

Reference yield:

oleanolic acid 3-acetate (4339-72-4) → (S)-2-[((4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-Acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carbonyl)-amino]-3-phenyl-propionic acid methyl ester (851475-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: (COCl)2 / CH₂Cl₂

2: Et₃N / CH₂Cl₂

With oxalyl dichloride; triethylamine; In dichloromethane;

DOI:10.1016/j.bmcl.2005.01.061

upstream raw materials:

acetic acid 3β-(olean-12-ene-28-chlorocarbonyl) ester

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

L-phenylalanine

oleanolic acid 3-acetate

Downstream raw materials:

28-N-(L-phenylalanine)-oleanolic acid amide