(S)-5-Acetoxy-4-methyl-pentanoic acid (3S,8S,9S,10R,13S,14S,16S,17R)-17-acetyl-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl ester

Base Information

• Chemical Name: (S)-5-Acetoxy-4-methyl-pentanoic acid (3S,8S,9S,10R,13S,14S,16S,17R)-17-acetyl-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl ester
• CAS No.: 151534-42-8
• Molecular Formula: C₄₅H₆₂O₆Si
• Molecular Weight: 727.069

Synonyms:

Chemical Property of (S)-5-Acetoxy-4-methyl-pentanoic acid (3S,8S,9S,10R,13S,14S,16S,17R)-17-acetyl-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl ester

Chemical Property:

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Technology Process of (S)-5-Acetoxy-4-methyl-pentanoic acid (3S,8S,9S,10R,13S,14S,16S,17R)-17-acetyl-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl ester

There total 1 articles about (S)-5-Acetoxy-4-methyl-pentanoic acid (3S,8S,9S,10R,13S,14S,16S,17R)-17-acetyl-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-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: 52.0%

Acetic acid (S)-4-[(2S,4aR,4bS,6aS,6bS,9aS,10aS,10bS)-2-(tert-butyl-diphenyl-silanyloxy)-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11-tetradecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl]-2-methyl-butyl ester (151534-40-6) → (S)-5-Acetoxy-4-methyl-pentanoic acid (3S,8S,9S,10R,13S,14S,16S,17R)-17-acetyl-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl ester (151534-42-8)

Guidance literature:

With chromium(VI) oxide; In acetic acid; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)81873-1

Reference yield:

(S)-5-Acetoxy-4-methyl-pentanoic acid (3S,8S,9S,10R,13S,14S,16S,17R)-17-acetyl-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl ester (151534-42-8) → C45H64O5Si (151534-50-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) Mg / 1) Et₂O, a) r.t., 0.5 h, b) reflux, 2-3 h, 2) Et₂O, r.t., 1 h

2: pyridine / 72 h / Ambient temperature

3: 82 percent / tert-butyl hydroperoxide, VO(AcAc)2 / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; magnesium; In dichloromethane;

DOI:10.1016/S0040-4020(01)81873-1

Reference yield:

(S)-5-Acetoxy-4-methyl-pentanoic acid (3S,8S,9S,10R,13S,14S,16S,17R)-17-acetyl-3-(tert-butyl-diphenyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl ester (151534-42-8) → Acetic acid (3S,5S,8R,9S,10R,13S,14S,16S,17R)-3-(tert-butyl-diphenyl-silanyloxy)-17-[(2S,5R)-5-(1-hydroxy-1-methyl-ethyl)-2-methyl-tetrahydro-furan-2-yl]-10,13-dimethyl-6-oxo-hexadecahydro-cyclopenta[a]phenanthren-16-yl ester (151534-52-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) Mg / 1) Et₂O, a) r.t., 0.5 h, b) reflux, 2-3 h, 2) Et₂O, r.t., 1 h

2: pyridine / 72 h / Ambient temperature

3: 82 percent / tert-butyl hydroperoxide, VO(AcAc)2 / CH₂Cl₂ / 24 h / Ambient temperature

4: 1) BH₃*DMS, 2) PCC, silica gel / 1) CH₂Cl₂, r.t., 24 h, 2) CH₂Cl₂, 2 h, ultrasounds

With pyridine; tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; dimethylsulfide borane complex; silica gel; magnesium; pyridinium chlorochromate; In dichloromethane;

DOI:10.1016/S0040-4020(01)81873-1

upstream raw materials:

Acetic acid (S)-4-[(2S,4aR,4bS,6aS,6bS,9aS,10aS,10bS)-2-(tert-butyl-diphenyl-silanyloxy)-4a,6a,7-trimethyl-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11-tetradecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-8-yl]-2-methyl-butyl ester

Downstream raw materials:

Acetic acid (3S,8S,9S,10R,13S,14S,16S,17R)-3-(tert-butyl-diphenyl-silanyloxy)-17-((S)-1-hydroxy-1,5-dimethyl-hex-4-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl ester

C₄₅H₆₄O₅Si

Acetic acid (3S,5S,8R,9S,10R,13S,14S,16S,17R)-3-(tert-butyl-diphenyl-silanyloxy)-17-[(2S,5R)-5-(1-hydroxy-1-methyl-ethyl)-2-methyl-tetrahydro-furan-2-yl]-10,13-dimethyl-6-oxo-hexadecahydro-cyclopenta[a]phenanthren-16-yl ester

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