21,21-difluoro-11β-(4'-bromophenyl)-17,23-epoxy-19,24-dinor-17α-chola-4,9,20-triene-3-one

Base Information

Chemical Name:21,21-difluoro-11β-(4'-bromophenyl)-17,23-epoxy-19,24-dinor-17α-chola-4,9,20-triene-3-one
CAS No.:1249398-27-3
Molecular Formula:C₂₈H₂₉BrF₂O₂
Molecular Weight:515.438
Hs Code.:

Synonyms:21,21-difluoro-11β-(4'-bromophenyl)-17,23-epoxy-19,24-dinor-17α-chola-4,9,20-triene-3-one

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Chemical Property of 21,21-difluoro-11β-(4'-bromophenyl)-17,23-epoxy-19,24-dinor-17α-chola-4,9,20-triene-3-one

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Technology Process of 21,21-difluoro-11β-(4'-bromophenyl)-17,23-epoxy-19,24-dinor-17α-chola-4,9,20-triene-3-one

There total 3 articles about 21,21-difluoro-11β-(4'-bromophenyl)-17,23-epoxy-19,24-dinor-17α-chola-4,9,20-triene-3-one 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:

: 1249398-23-9
3,3-ethylenedioxy-21,21-difluoro-5α-hydroxy-11β-(4'-bromophenyl)-17,23-epoxy-19,24-dinor-17α-chola-9(10),20-diene-3-one

: 1249398-27-3
21,21-difluoro-11β-(4'-bromophenyl)-17,23-epoxy-19,24-dinor-17α-chola-4,9,20-triene-3-one

Guidance literature:: With sulfuric acid; In methanol; at 0 - 20 ℃; 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

: 1249398-27-3
21,21-difluoro-11β-(4'-bromophenyl)-17,23-epoxy-19,24-dinor-17α-chola-4,9,20-triene-3-one

Guidance literature:: Multi-step reaction with 4 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

4.1: sulfuric acid / methanol / 2 h / 0 - 20 °C

With disodium hydrogenphosphate; n-butyllithium; sulfuric acid; dihydrogen peroxide; iodine; magnesium; diisopropylamine; Hexafluoroacetone; In tetrahydrofuran; methanol; 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

: 1249398-27-3
21,21-difluoro-11β-(4'-bromophenyl)-17,23-epoxy-19,24-dinor-17α-chola-4,9,20-triene-3-one

Guidance literature:: Multi-step reaction with 3 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

3.1: sulfuric acid / methanol / 2 h / 0 - 20 °C

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