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

Base Information

Chemical Name:8β-tert-butyldimethylsilyloxy-17(Z)-{1-[3-(2,2,2-trifluoro-1-tosyloxyiminoethyl)phenyl]methylidene}de-A,B-androstane
CAS No.:473702-24-8
Molecular Formula:C₃₂H₄₂F₃NO₄SSi
Molecular Weight:621.836
Hs Code.:

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

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

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

There total 3 articles about 8β-tert-butyldimethylsilyloxy-17(Z)-{1-[3-(2,2,2-trifluoro-1-tosyloxyiminoethyl)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: 91.0%

: 98-59-9
p-toluenesulfonyl chloride

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

: 473702-24-8
8β-tert-butyldimethylsilyloxy-17(Z)-{1-[3-(2,2,2-trifluoro-1-tosyloxyiminoethyl)phenyl]methylidene}de-A,B-androstane

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 0.75h;
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

: 473702-24-8
8β-tert-butyldimethylsilyloxy-17(Z)-{1-[3-(2,2,2-trifluoro-1-tosyloxyiminoethyl)phenyl]methylidene}de-A,B-androstane

Guidance literature:: Multi-step reaction with 2 steps

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

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

With dmap; hydroxylamine hydrochloride; triethylamine; In pyridine; ethanol; dichloromethane;
DOI:10.1002/1099-0690(200208)2002:15<2529::AID-EJOC2529>3.0.CO;2-2

Reference yield:

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

: 473702-24-8
8β-tert-butyldimethylsilyloxy-17(Z)-{1-[3-(2,2,2-trifluoro-1-tosyloxyiminoethyl)phenyl]methylidene}de-A,B-androstane

Guidance literature:: Multi-step reaction with 3 steps

1.1: nBuLi / hexane; tetrahydrofuran / 0.75 h / -78 °C

1.2: 86 percent / hexane; tetrahydrofuran / 1.5 h / -78 °C

2.1: 90 percent / hydroxylamine hydrochloride / pyridine; ethanol / 4 h / Heating

3.1: 91 percent / Et₃N; DMAP / CH₂Cl₂ / 0.75 h / 20 °C

With dmap; n-butyllithium; hydroxylamine hydrochloride; triethylamine; In tetrahydrofuran; pyridine; ethanol; hexane; dichloromethane;
DOI:10.1002/1099-0690(200208)2002:15<2529::AID-EJOC2529>3.0.CO;2-2