γ-(6R,9α,11α,13E,15S)-6,9-epoxy-4,11,15-trihydroxy-5-(phenylseleno)-prosta-13-en-1-oic acid lactone

Base Information

Chemical Name:γ-(6R,9α,11α,13E,15S)-6,9-epoxy-4,11,15-trihydroxy-5-(phenylseleno)-prosta-13-en-1-oic acid lactone
CAS No.:71425-68-8
Molecular Formula:C₂₆H₃₆O₅Se
Molecular Weight:507.529
Hs Code.:

Synonyms:γ-(6R,9α,11α,13E,15S)-6,9-epoxy-4,11,15-trihydroxy-5-(phenylseleno)-prosta-13-en-1-oic acid lactone

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Chemical Property of γ-(6R,9α,11α,13E,15S)-6,9-epoxy-4,11,15-trihydroxy-5-(phenylseleno)-prosta-13-en-1-oic acid lactone

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Technology Process of γ-(6R,9α,11α,13E,15S)-6,9-epoxy-4,11,15-trihydroxy-5-(phenylseleno)-prosta-13-en-1-oic acid lactone

There total 4 articles about γ-(6R,9α,11α,13E,15S)-6,9-epoxy-4,11,15-trihydroxy-5-(phenylseleno)-prosta-13-en-1-oic acid lactone 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: 68.0%

: 5707-04-0
Phenylselenyl chloride

: 62770-52-9
(4E,6S,9α,11α,13E,15S)-6,9-epoxy-11,15-dihydroxyprosta-4,13-dien-1-oic acid

: 71425-68-8
γ-(6R,9α,11α,13E,15S)-6,9-epoxy-4,11,15-trihydroxy-5-(phenylseleno)-prosta-13-en-1-oic acid lactone

Guidance literature:: In dichloromethane; at -78 ℃;
DOI:10.1021/ja00402a037

Reference yield:

: 33854-16-9
(+)-prostaglandin F_2α

: 71425-68-8
γ-(6R,9α,11α,13E,15S)-6,9-epoxy-4,11,15-trihydroxy-5-(phenylseleno)-prosta-13-en-1-oic acid lactone

Guidance literature:: Multi-step reaction with 4 steps

1: 52 percent / CH₂Cl₂ / -78 °C

2: 95 percent / hydrogen peroxide / tetrahydrofuran / 15 h / Ambient temperature

3: 97 percent / aq. lithium hydroxide / tetrahydrofuran / 12 h / Ambient temperature

4: 68 percent / CH₂Cl₂ / -78 °C

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00402a037

Reference yield:

: 67529-24-2
methyl (4E,6S,9α,11α,13E,15S)-6,9-epoxy-11,15-dihydroxyprosta-4,13-dien-1-oate

: 71425-68-8
γ-(6R,9α,11α,13E,15S)-6,9-epoxy-4,11,15-trihydroxy-5-(phenylseleno)-prosta-13-en-1-oic acid lactone

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / aq. lithium hydroxide / tetrahydrofuran / 12 h / Ambient temperature

2: 68 percent / CH₂Cl₂ / -78 °C

With lithium hydroxide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00402a037