3,3-ethylenedioxy-21,21-difluoro-5α-hydroxy-11β-{4'-[1',1'-(ethylenedioxy)-ethyl]phenyl}-17,23-epoxy-19,24-dinor-17α-chola-9(10),20-diene

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Chemical Name:3,3-ethylenedioxy-21,21-difluoro-5α-hydroxy-11β-{4'-[1',1'-(ethylenedioxy)-ethyl]phenyl}-17,23-epoxy-19,24-dinor-17α-chola-9(10),20-diene
CAS No.:1249398-19-3
Molecular Formula:C₃₄H₄₂F₂O₆
Molecular Weight:584.701
Hs Code.:

Synonyms:3,3-ethylenedioxy-21,21-difluoro-5α-hydroxy-11β-{4'-[1',1'-(ethylenedioxy)-ethyl]phenyl}-17,23-epoxy-19,24-dinor-17α-chola-9(10),20-diene

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Chemical Property of 3,3-ethylenedioxy-21,21-difluoro-5α-hydroxy-11β-{4'-[1',1'-(ethylenedioxy)-ethyl]phenyl}-17,23-epoxy-19,24-dinor-17α-chola-9(10),20-diene

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Technology Process of 3,3-ethylenedioxy-21,21-difluoro-5α-hydroxy-11β-{4'-[1',1'-(ethylenedioxy)-ethyl]phenyl}-17,23-epoxy-19,24-dinor-17α-chola-9(10),20-diene

There total 3 articles about 3,3-ethylenedioxy-21,21-difluoro-5α-hydroxy-11β-{4'-[1',1'-(ethylenedioxy)-ethyl]phenyl}-17,23-epoxy-19,24-dinor-17α-chola-9(10),20-diene 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: 52.0%

: 4360-68-3
2-(4-bromophenyl)-2-methyl-1,3-dioxolane

: 1249398-18-2
3,3-ethylenedioxy-21,21-difluoro-5α,10α;17,23-bisepoxy-19,24-dinor-17α-chola-9(11),20-diene

: 1249398-19-3
3,3-ethylenedioxy-21,21-difluoro-5α-hydroxy-11β-{4'-[1',1'-(ethylenedioxy)-ethyl]phenyl}-17,23-epoxy-19,24-dinor-17α-chola-9(10),20-diene

Guidance literature:: 2-(4-bromophenyl)-2-methyl-1,3-dioxolane; With iodine; magnesium; In tetrahydrofuran; for 1h; Reflux;

With copper(l) chloride; In tetrahydrofuran; at 0 ℃; for 0.5h;

3,3-ethylenedioxy-21,21-difluoro-5α,10α;17,23-bisepoxy-19,24-dinor-17α-chola-9(11),20-diene; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1016/j.steroids.2012.09.010

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

: 1249398-19-3
3,3-ethylenedioxy-21,21-difluoro-5α-hydroxy-11β-{4'-[1',1'-(ethylenedioxy)-ethyl]phenyl}-17,23-epoxy-19,24-dinor-17α-chola-9(10),20-diene

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 1 h / -78 °C

1.2: 16.5 h / -78 °C / Reflux

2.1: dihydrogen peroxide; Hexafluoroacetone; disodium hydrogenphosphate / dichloromethane / 0 - 5 °C

3.1: iodine; magnesium / tetrahydrofuran / 1 h / Reflux

3.2: 0.5 h / 0 °C

3.3: 2 h / 0 °C

With disodium hydrogenphosphate; n-butyllithium; dihydrogen peroxide; iodine; magnesium; diisopropylamine; Hexafluoroacetone; In tetrahydrofuran; dichloromethane; 1.1: |Wittig-Horner Reaction;
DOI:10.1016/j.steroids.2012.09.010

Reference yield:

: 1249398-17-1
3,3-ethylenedioxy-21,21-difluoro-17,23-epoxy-19,24-dinor-17α-chola-5(10),9(11),20-triene

: 1249398-19-3
3,3-ethylenedioxy-21,21-difluoro-5α-hydroxy-11β-{4'-[1',1'-(ethylenedioxy)-ethyl]phenyl}-17,23-epoxy-19,24-dinor-17α-chola-9(10),20-diene

Guidance literature:: Multi-step reaction with 2 steps

1.1: dihydrogen peroxide; Hexafluoroacetone; disodium hydrogenphosphate / dichloromethane / 0 - 5 °C

2.1: iodine; magnesium / tetrahydrofuran / 1 h / Reflux

2.2: 0.5 h / 0 °C

2.3: 2 h / 0 °C

With disodium hydrogenphosphate; dihydrogen peroxide; iodine; magnesium; Hexafluoroacetone; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.steroids.2012.09.010