(S)-2,6-Bis-benzyloxycarbonylamino-hexanoic acid 2,5,7,8-tetramethyl-2-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoyloxymethyl]-chroman-6-yl ester

Base Information

• Chemical Name: (S)-2,6-Bis-benzyloxycarbonylamino-hexanoic acid 2,5,7,8-tetramethyl-2-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoyloxymethyl]-chroman-6-yl ester
• CAS No.: 215597-32-3
• Molecular Formula: C₆₀H₈₂N₂O₁₂
• Molecular Weight: 1023.32

Synonyms:(S)-2,6-Bis-benzyloxycarbonylamino-hexanoic acid 2,5,7,8-tetramethyl-2-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoyloxymethyl]-chroman-6-yl ester

Chemical Property of (S)-2,6-Bis-benzyloxycarbonylamino-hexanoic acid 2,5,7,8-tetramethyl-2-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoyloxymethyl]-chroman-6-yl ester

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Technology Process of (S)-2,6-Bis-benzyloxycarbonylamino-hexanoic acid 2,5,7,8-tetramethyl-2-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoyloxymethyl]-chroman-6-yl ester

There total 5 articles about (S)-2,6-Bis-benzyloxycarbonylamino-hexanoic acid 2,5,7,8-tetramethyl-2-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoyloxymethyl]-chroman-6-yl 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: 66.0%

cholic acid (81-25-4) + (S)-2,6-Bis-benzyloxycarbonylamino-hexanoic acid 2-hydroxymethyl-2,5,7,8-tetramethyl-chroman-6-yl ester (215597-29-8) → (S)-2,6-Bis-benzyloxycarbonylamino-hexanoic acid 2,5,7,8-tetramethyl-2-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoyloxymethyl]-chroman-6-yl ester (215597-32-3)

Guidance literature:

With dmap; dacarbazine; In tetrahydrofuran;

DOI:10.1016/S0960-894X(98)00438-7

Reference yield:

N,N'-di-[(phenylmethoxy)carbonyl]-L-lysine (405-39-0) → (S)-2,6-Bis-benzyloxycarbonylamino-hexanoic acid 2,5,7,8-tetramethyl-2-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoyloxymethyl]-chroman-6-yl ester (215597-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / DCC, DMAP / CH₂Cl₂

2: 66 percent / DIC, DMAP / tetrahydrofuran

With dmap; dacarbazine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0960-894X(98)00438-7

Reference yield:

2-hydroxymethyl-2,5,7,8-tetramethyl-chroman-6-ol (79907-49-6) → (S)-2,6-Bis-benzyloxycarbonylamino-hexanoic acid 2,5,7,8-tetramethyl-2-[(R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoyloxymethyl]-chroman-6-yl ester (215597-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / DCC, DMAP / CH₂Cl₂

2: 66 percent / DIC, DMAP / tetrahydrofuran

With dmap; dacarbazine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0960-894X(98)00438-7

upstream raw materials:

cholic acid

(S)-2,6-Bis-benzyloxycarbonylamino-hexanoic acid 2-hydroxymethyl-2,5,7,8-tetramethyl-chroman-6-yl ester

N,N'-di-[(phenylmethoxy)carbonyl]-L-lysine

2-hydroxymethyl-2,5,7,8-tetramethyl-chroman-6-ol

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