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

Base Information

Chemical Name:17(Z)-{1-[3-[(trifluoromethyl)-3H-1,2-diaziren-3-yl]phenyl]methylidene}de-A,B-androstan-8-one
CAS No.:473702-20-4
Molecular Formula:C₁₉H₁₉F₃N₂O
Molecular Weight:348.368
Hs Code.:

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

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Chemical Property of 17(Z)-{1-[3-[(trifluoromethyl)-3H-1,2-diaziren-3-yl]phenyl]methylidene}de-A,B-androstan-8-one

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Technology Process of 17(Z)-{1-[3-[(trifluoromethyl)-3H-1,2-diaziren-3-yl]phenyl]methylidene}de-A,B-androstan-8-one

There total 6 articles about 17(Z)-{1-[3-[(trifluoromethyl)-3H-1,2-diaziren-3-yl]phenyl]methylidene}de-A,B-androstan-8-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: 87.0%

: 473702-25-9
17(Z)-{1-[3-[(trifluoromethyl)-1,2-diaziran-3-yl]phenyl]methylidene}de-A,B-androstan-8β-ol

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

Guidance literature:: With dipyridinium dichromate; In dichloromethane; for 9h;
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

: 473702-20-4
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 6 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

4.1: 99 percent / NH₃ / diethyl ether / 2 h / -78 °C

5.1: 99 percent / HF; water / acetonitrile / 2 h / 20 °C

6.1: 87 percent / pyridinium dichromate / CH₂Cl₂ / 9 h

With dmap; dipyridinium dichromate; n-butyllithium; hydrogen fluoride; hydroxylamine hydrochloride; ammonia; water; triethylamine; In tetrahydrofuran; pyridine; diethyl ether; ethanol; hexane; dichloromethane; acetonitrile;
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