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

Base Information

Chemical Name:methyl (6S,9α,11α,13E,15S)-6,9-epithio-11,15-dihydroxy-5-(phenylseleno)prosta-13-en-1-oate
CAS No.:78478-40-7
Molecular Formula:C₂₇H₄₀O₄SSe
Molecular Weight:539.638
Hs Code.:

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

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

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

There total 6 articles about methyl (6S,9α,11α,13E,15S)-6,9-epithio-11,15-dihydroxy-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: 94.0%

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

: 78478-40-7
methyl (6S,9α,11α,13E,15S)-6,9-epithio-11,15-dihydroxy-5-(phenylseleno)prosta-13-en-1-oate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 15h; Ambient temperature;
DOI:10.1021/ja00402a038

Reference yield:

: 5707-04-0
Phenylselenyl chloride

: 78478-40-7
methyl (6S,9α,11α,13E,15S)-6,9-epithio-11,15-dihydroxy-5-(phenylseleno)prosta-13-en-1-oate

Guidance literature:: Multi-step reaction with 2 steps

1: 62 percent / methanol / -78 °C

2: 94 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 15 h / Ambient temperature

With tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol;
DOI:10.1021/ja00402a038

Reference yield:

: 67902-16-3
methyl (5Z,9β,11α,13E,15S)-11,15-dihydroxy-9-<(methylsulfonyl)oxy>prosta-5,13-dien-1-oate

: 78478-40-7
methyl (6S,9α,11α,13E,15S)-6,9-epithio-11,15-dihydroxy-5-(phenylseleno)prosta-13-en-1-oate

Guidance literature:: Multi-step reaction with 4 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

4: 94 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 15 h / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja00402a038