methyl (6S,9α,11α,13E,15S)-11,15-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6,9-epithio-5-(phenylseleno)prosta-13-en-1-oate

Base Information

• Chemical Name: methyl (6S,9α,11α,13E,15S)-11,15-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6,9-epithio-5-(phenylseleno)prosta-13-en-1-oate
• CAS No.: 78478-39-4
• Molecular Formula: C₃₉H₆₈O₄SSeSi₂
• Molecular Weight: 768.164
• Mol file: 78478-39-4.mol

Synonyms:methyl (6S,9α,11α,13E,15S)-11,15-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6,9-epithio-5-(phenylseleno)prosta-13-en-1-oate

Chemical Property of methyl (6S,9α,11α,13E,15S)-11,15-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6,9-epithio-5-(phenylseleno)prosta-13-en-1-oate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (6S,9α,11α,13E,15S)-11,15-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6,9-epithio-5-(phenylseleno)prosta-13-en-1-oate

There total 5 articles about methyl (6S,9α,11α,13E,15S)-11,15-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6,9-epithio-5-(phenylseleno)prosta-13-en-1-oate 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: 62.0%

Phenylselenyl chloride (5707-04-0) + methyl (5Z,9α,11α,13E,15S)-9-(acetylthio)-11,15-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>prosta-5,13-dien-1-oate (78422-34-1) → methyl (6S,9α,11α,13E,15S)-11,15-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6,9-epithio-5-(phenylseleno)prosta-13-en-1-oate (78478-39-4)

Guidance literature:

In methanol; at -78 ℃;

DOI:10.1021/ja00402a038

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → methyl (6S,9α,11α,13E,15S)-11,15-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6,9-epithio-5-(phenylseleno)prosta-13-en-1-oate (78478-39-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / imdazole / dimethylformamide / 0.5 h / Ambient temperature

2: 76 percent / dimethylformamide / 15 h / 45 °C

3: 62 percent / methanol / -78 °C

With 1H-imidazole; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja00402a038

Reference yield:

methyl (5Z,9β,11α,13E,15S)-11,15-dihydroxy-9-<(methylsulfonyl)oxy>prosta-5,13-dien-1-oate (67902-16-3) → methyl (6S,9α,11α,13E,15S)-11,15-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6,9-epithio-5-(phenylseleno)prosta-13-en-1-oate (78478-39-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / imdazole / dimethylformamide / 0.5 h / Ambient temperature

2: 76 percent / dimethylformamide / 15 h / 45 °C

3: 62 percent / methanol / -78 °C

With 1H-imidazole; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ja00402a038

upstream raw materials:

Phenylselenyl chloride

methyl (5Z,9α,11α,13E,15S)-9-(acetylthio)-11,15-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>prosta-5,13-dien-1-oate

tert-butyldimethylsilyl chloride

methyl (5Z,9β,11α,13E,15S)-11,15-dihydroxy-9-<(methylsulfonyl)oxy>prosta-5,13-dien-1-oate

Downstream raw materials:

methyl (6S,9α,11α,13E,15S)-6,9-epithio-11,15-dihydroxy-5-(phenylseleno)prosta-13-en-1-oate