Androst-5-en-17-one, 3,7,11-tris[(methoxycarbonyl)oxy]-, (3beta,7alpha,11alpha)- (9CI)

Base Information

• Chemical Name: Androst-5-en-17-one, 3,7,11-tris[(methoxycarbonyl)oxy]-, (3beta,7alpha,11alpha)- (9CI)
• CAS No.: 685880-95-9
• Molecular Formula: C25H34O10
• Molecular Weight: 494.53146
• Mol file: 685880-95-9.mol

Synonyms:Androst-5-en-17-one, 3,7,11-tris[(methoxycarbonyl)oxy]-, (3beta,7alpha,11alpha)- (9CI)

Chemical Property of Androst-5-en-17-one, 3,7,11-tris[(methoxycarbonyl)oxy]-, (3beta,7alpha,11alpha)- (9CI)

Chemical Property:

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Technology Process of Androst-5-en-17-one, 3,7,11-tris[(methoxycarbonyl)oxy]-, (3beta,7alpha,11alpha)- (9CI)

There total 6 articles about Androst-5-en-17-one, 3,7,11-tris[(methoxycarbonyl)oxy]-, (3beta,7alpha,11alpha)- (9CI) 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: 92.0%

1H-benzotriazole-1-carboxylic acid methyl ester 3-oxide (76266-27-8) + 5-androsten-3β,7β,11α-triol-17-one (537718-07-3,58211-57-7) → Carbonic acid (3S,7R,8S,9S,10R,11R,13S,14S)-7,11-bis-methoxycarbonyloxy-10,13-dimethyl-17-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester methyl ester (537718-14-2,685880-95-9)

Guidance literature:

With dmap; triethylamine; In pyridine;

DOI:10.1021/ol034274d

Reference yield: 44.0%

5-androsten-3β,7β,11α-triol-17-one (537718-07-3,58211-57-7) + dimethyl dicarbonate (4525-33-1) → Carbonic acid (3S,7R,8S,9S,10R,11R,13S,14S)-11-hydroxy-7-methoxycarbonyloxy-10,13-dimethyl-17-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester methyl ester (537718-13-1) + Carbonic acid (3S,7R,8S,9S,10R,11R,13S,14S)-7,11-bis-methoxycarbonyloxy-10,13-dimethyl-17-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester methyl ester (537718-14-2,685880-95-9)

Guidance literature:

With dmap; In dichloromethane;

DOI:10.1021/ol034274d

Reference yield: 17.0%

methyl chloroformate (79-22-1) + 5-androsten-3β,7β,11α-triol-17-one (537718-07-3,58211-57-7) → Carbonic acid (3S,7R,8S,9S,10R,11R,13S,14S)-11-hydroxy-7-methoxycarbonyloxy-10,13-dimethyl-17-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester methyl ester (537718-13-1) + Carbonic acid (3S,7R,8S,9S,10R,11R,13S,14S)-7,11-bis-methoxycarbonyloxy-10,13-dimethyl-17-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester methyl ester (537718-14-2,685880-95-9)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ol034274d

upstream raw materials:

methyl chloroformate

5-androsten-3β,7β,11α-triol-17-one

1H-benzotriazole-1-carboxylic acid methyl ester 3-oxide

dimethyl dicarbonate

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