(R)-6-[(S)-1-((6R,8S,9S,10R,13S,14S)-10,13-Dimethyl-1-oxo-6-phenylsulfanyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-3-hydroxymethyl-4-methyl-5,6-dihydro-pyran-2-one

Base Information

• Chemical Name: (R)-6-[(S)-1-((6R,8S,9S,10R,13S,14S)-10,13-Dimethyl-1-oxo-6-phenylsulfanyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-3-hydroxymethyl-4-methyl-5,6-dihydro-pyran-2-one
• CAS No.: 81426-86-0
• Molecular Formula: C₃₄H₄₂O₄S
• Molecular Weight: 546.771
• Mol file: 81426-86-0.mol

Synonyms:(R)-6-[(S)-1-((6R,8S,9S,10R,13S,14S)-10,13-Dimethyl-1-oxo-6-phenylsulfanyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-3-hydroxymethyl-4-methyl-5,6-dihydro-pyran-2-one

Chemical Property of (R)-6-[(S)-1-((6R,8S,9S,10R,13S,14S)-10,13-Dimethyl-1-oxo-6-phenylsulfanyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-3-hydroxymethyl-4-methyl-5,6-dihydro-pyran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-6-[(S)-1-((6R,8S,9S,10R,13S,14S)-10,13-Dimethyl-1-oxo-6-phenylsulfanyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-3-hydroxymethyl-4-methyl-5,6-dihydro-pyran-2-one

There total 5 articles about (R)-6-[(S)-1-((6R,8S,9S,10R,13S,14S)-10,13-Dimethyl-1-oxo-6-phenylsulfanyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-3-hydroxymethyl-4-methyl-5,6-dihydro-pyran-2-one 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:

C46H74O6SSi2 (81426-85-9) → (R)-6-[(S)-1-((6R,8S,9S,10R,13S,14S)-10,13-Dimethyl-1-oxo-6-phenylsulfanyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-3-hydroxymethyl-4-methyl-5,6-dihydro-pyran-2-one (81426-86-0)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; at 60 ℃; Yield given;

DOI:10.1016/S0040-4039(00)85697-X

Reference yield:

C34H56O5Si (81874-42-2) → (R)-6-[(S)-1-((6R,8S,9S,10R,13S,14S)-10,13-Dimethyl-1-oxo-6-phenylsulfanyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-3-hydroxymethyl-4-methyl-5,6-dihydro-pyran-2-one (81426-86-0)

Guidance literature:

Multi-step reaction with 5 steps

1: m-CPBA / CHCl₃

2: imidazole / dimethylformamide

3: pyridinium dichromate / dimethylformamide

4: 37 percent / Al₂O₃ / diethyl ether

5: p-toluenesulfonic acid hydrate (p-TsOH_.H₂O) / benzene / 60 °C

With 1H-imidazole; aluminum oxide; dipyridinium dichromate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; chloroform; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0040-4039(00)85697-X

Reference yield:

(R)-6-{(S)-1-[(1S,3S,5R,6S,8S,9S,10S,13S,14S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-10,13-dimethyl-hexadecahydro-20-oxa-cyclopropa[5,6]cyclopenta[a]phenanthren-17-yl]-ethyl}-3-hydroxymethyl-4-methyl-5,6-dihydro-pyran-2-one → (R)-6-[(S)-1-((6R,8S,9S,10R,13S,14S)-10,13-Dimethyl-1-oxo-6-phenylsulfanyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-3-hydroxymethyl-4-methyl-5,6-dihydro-pyran-2-one (81426-86-0)

Guidance literature:

Multi-step reaction with 4 steps

1: imidazole / dimethylformamide

2: pyridinium dichromate / dimethylformamide

3: 37 percent / Al₂O₃ / diethyl ether

4: p-toluenesulfonic acid hydrate (p-TsOH_.H₂O) / benzene / 60 °C

With 1H-imidazole; aluminum oxide; dipyridinium dichromate; toluene-4-sulfonic acid; In diethyl ether; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0040-4039(00)85697-X

upstream raw materials:

C₄₆H₇₄O₆SSi₂

C₃₄H₅₆O₅Si

C₄₀H₇₀O₆Si₂

C₄₀H₆₈O₆Si₂

Downstream raw materials:

withaferin A