2-((1S,2S,4aS,10aR)-2-benzoyl-7-methoxy-2-methyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)acetonitrile

Base Information

• Chemical Name: 2-((1S,2S,4aS,10aR)-2-benzoyl-7-methoxy-2-methyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)acetonitrile
• CAS No.: 147802-66-2
• Molecular Formula: C₂₅H₂₇NO₂
• Molecular Weight: 373.495

Synonyms:2-((1S,2S,4aS,10aR)-2-benzoyl-7-methoxy-2-methyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)acetonitrile

Chemical Property of 2-((1S,2S,4aS,10aR)-2-benzoyl-7-methoxy-2-methyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)acetonitrile

Chemical Property:

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Technology Process of 2-((1S,2S,4aS,10aR)-2-benzoyl-7-methoxy-2-methyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)acetonitrile

There total 6 articles about 2-((1S,2S,4aS,10aR)-2-benzoyl-7-methoxy-2-methyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)acetonitrile 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: 80.0%

(8S,9S,13S,14S,17R)-3-methoxy-13-methyl-17-phenyl-6,7,8,9,11,12,13,14,15,17-decahydro-16H-cyclopenta[a]phenanthren-16-one O-(4-(trifluoromethyl)benzoyl)oxime → 2-((1S,2S,4aS,10aR)-2-benzoyl-7-methoxy-2-methyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)acetonitrile (147802-66-2)

Guidance literature:

With fac-tris(2-phenylpyridinato-N,C₂')iridium(III); dimethyl sulfoxide; at 20 ℃; for 36h; Inert atmosphere; Schlenk technique; Irradiation;

DOI:10.1002/cjoc.201800206

Reference yield:

3-methoxy-17α-phenyl-17β-hydroxyestra-1,3,5(10)-triene-16-one oxime → 2-((1S,2S,4aS,10aR)-2-benzoyl-7-methoxy-2-methyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)acetonitrile (147802-66-2)

Guidance literature:

With p-toluenesulfonyl chloride; In pyridine; at -0.15 ℃;

DOI:10.1107/S0108270101018182

Reference yield:

C25H29NO2 → 2-((1S,2S,4aS,10aR)-2-benzoyl-7-methoxy-2-methyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)acetonitrile (147802-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C / Inert atmosphere; Schlenk technique

2: fac-tris(2-phenylpyridinato-N,C₂')iridium(III); dimethyl sulfoxide / 36 h / 20 °C / Inert atmosphere; Schlenk technique; Irradiation

With dmap; fac-tris(2-phenylpyridinato-N,C₂')iridium(III); dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1002/cjoc.201800206

upstream raw materials:

phenyllithium

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