(5α,10α,17α)-(9CI)-5,10:17,23-diepoxy-19,24-dinorchola-9(11),20-dien-3-one cyclic 3-(1,2-ethanediyl)acetal

Base Information

Chemical Name:(5α,10α,17α)-(9CI)-5,10:17,23-diepoxy-19,24-dinorchola-9(11),20-dien-3-one cyclic 3-(1,2-ethanediyl)acetal
CAS No.:155768-31-3
Molecular Formula:C₂₄H₃₂O₄
Molecular Weight:384.516
Hs Code.:

Synonyms:(5α,10α,17α)-(9CI)-5,10:17,23-diepoxy-19,24-dinorchola-9(11),20-dien-3-one cyclic 3-(1,2-ethanediyl)acetal

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Chemical Property of (5α,10α,17α)-(9CI)-5,10:17,23-diepoxy-19,24-dinorchola-9(11),20-dien-3-one cyclic 3-(1,2-ethanediyl)acetal

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Technology Process of (5α,10α,17α)-(9CI)-5,10:17,23-diepoxy-19,24-dinorchola-9(11),20-dien-3-one cyclic 3-(1,2-ethanediyl)acetal

There total 6 articles about (5α,10α,17α)-(9CI)-5,10:17,23-diepoxy-19,24-dinorchola-9(11),20-dien-3-one cyclic 3-(1,2-ethanediyl)acetal 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: 38.0%

: 155806-63-6
(17α)-(9CI)-17,23-epoxy-19,24-dinorchola-5(10),9(11),20-trien-3-one cyclic 3-(1,2-ethanediyl)acetal

: 155768-31-3
(5α,10α,17α)-(9CI)-5,10:17,23-diepoxy-19,24-dinorchola-9(11),20-dien-3-one cyclic 3-(1,2-ethanediyl)acetal

: (5β,10β,17α)-(9CI)-5,10:17,23-diepoxy-19,24-dinorchola-9(11),20-dien-3-one cyclic 3-(1,2-ethanediyl)acetal

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -40 - 0 ℃; for 1h;
DOI:10.1016/j.bmc.2006.05.066

Reference yield:

: 155768-33-5
C₂₄H₃₂O₄

: 155768-31-3
(5α,10α,17α)-(9CI)-5,10:17,23-diepoxy-19,24-dinorchola-9(11),20-dien-3-one cyclic 3-(1,2-ethanediyl)acetal

: (5β,10β,17α)-(9CI)-5,10:17,23-diepoxy-19,24-dinorchola-9(11),20-dien-3-one cyclic 3-(1,2-ethanediyl)acetal

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogenchloride / acetone

2: potassium tert-butylate / toluene

3: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / -40 - 0 °C

With hydrogenchloride; potassium tert-butylate; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetone; toluene; 2: Wittig reaction;
DOI:10.1016/j.bmc.2006.05.066

Reference yield:

: 158294-15-6
(17β)-(9CI)-4',5'-dihydrospiro[estra-5(10),9(11)-diene-17,2'(3'H)-furan]-3,3'-dione cyclic 3-(1,2-ethanediyl)acetal

: 155768-31-3
(5α,10α,17α)-(9CI)-5,10:17,23-diepoxy-19,24-dinorchola-9(11),20-dien-3-one cyclic 3-(1,2-ethanediyl)acetal

: (5β,10β,17α)-(9CI)-5,10:17,23-diepoxy-19,24-dinorchola-9(11),20-dien-3-one cyclic 3-(1,2-ethanediyl)acetal

Guidance literature:: Multi-step reaction with 2 steps

1: potassium tert-butylate / toluene

2: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / -40 - 0 °C

With potassium tert-butylate; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; toluene; 1: Wittig reaction;
DOI:10.1016/j.bmc.2006.05.066