8β-tert-butyldimethylsilyloxy-17-{1-[3-(2,2,2-trifluoroacetyl)phenyl]methylidene}de-A,B-androstane

Base Information

Chemical Name:8β-tert-butyldimethylsilyloxy-17-{1-[3-(2,2,2-trifluoroacetyl)phenyl]methylidene}de-A,B-androstane
CAS No.:473702-22-6
Molecular Formula:C₂₅H₃₅F₃O₂Si
Molecular Weight:452.632
Hs Code.:

Synonyms:8β-tert-butyldimethylsilyloxy-17-{1-[3-(2,2,2-trifluoroacetyl)phenyl]methylidene}de-A,B-androstane

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Chemical Property of 8β-tert-butyldimethylsilyloxy-17-{1-[3-(2,2,2-trifluoroacetyl)phenyl]methylidene}de-A,B-androstane

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Technology Process of 8β-tert-butyldimethylsilyloxy-17-{1-[3-(2,2,2-trifluoroacetyl)phenyl]methylidene}de-A,B-androstane

There total 1 articles about 8β-tert-butyldimethylsilyloxy-17-{1-[3-(2,2,2-trifluoroacetyl)phenyl]methylidene}de-A,B-androstane 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: 86.0%

: 431-47-0
trifluoroacetic acid-methyl ester

: {(3aR,4S,7aS)-1-[1-(3-Bromo-phenyl)-meth-(E)-ylidene]-7a-methyl-octahydro-inden-4-yloxy}-tert-butyl-dimethyl-silane

: 473702-22-6
8β-tert-butyldimethylsilyloxy-17-{1-[3-(2,2,2-trifluoroacetyl)phenyl]methylidene}de-A,B-androstane

Guidance literature:: {(3aR,4S,7aS)-1-[1-(3-Bromo-phenyl)-meth-(E)-ylidene]-7a-methyl-octahydro-inden-4-yloxy}-tert-butyl-dimethyl-silane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

trifluoroacetic acid-methyl ester; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h;
DOI:10.1002/1099-0690(200208)2002:15<2529::AID-EJOC2529>3.0.CO;2-2

Reference yield: 90.0%

: 473702-22-6
8β-tert-butyldimethylsilyloxy-17-{1-[3-(2,2,2-trifluoroacetyl)phenyl]methylidene}de-A,B-androstane

: 473702-26-0
8β-tert-butyldimethylsilyloxy-17(Z)-{1-[3-(2,2,2-trifluoro-1-hydroxyiminoethyl)phenyl]methylidene}de-A,B-androstane

Guidance literature:: With hydroxylamine hydrochloride; In pyridine; ethanol; for 4h; Heating;
DOI:10.1002/1099-0690(200208)2002:15<2529::AID-EJOC2529>3.0.CO;2-2

Reference yield:

: 473702-22-6
8β-tert-butyldimethylsilyloxy-17-{1-[3-(2,2,2-trifluoroacetyl)phenyl]methylidene}de-A,B-androstane

: 473702-20-4
17(Z)-{1-[3-[(trifluoromethyl)-3H-1,2-diaziren-3-yl]phenyl]methylidene}de-A,B-androstan-8-one

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / hydroxylamine hydrochloride / pyridine; ethanol / 4 h / Heating

2: 91 percent / Et₃N; DMAP / CH₂Cl₂ / 0.75 h / 20 °C

3: 99 percent / NH₃ / diethyl ether / 2 h / -78 °C

4: 99 percent / HF; water / acetonitrile / 2 h / 20 °C

5: 87 percent / pyridinium dichromate / CH₂Cl₂ / 9 h

With dmap; dipyridinium dichromate; hydrogen fluoride; hydroxylamine hydrochloride; ammonia; water; triethylamine; In pyridine; diethyl ether; ethanol; dichloromethane; acetonitrile;
DOI:10.1002/1099-0690(200208)2002:15<2529::AID-EJOC2529>3.0.CO;2-2