(8S,9S,10R,13S,14S,17S)-3-Bromo-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid methoxy-methyl-amide

Base Information

Chemical Name:(8S,9S,10R,13S,14S,17S)-3-Bromo-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid methoxy-methyl-amide
CAS No.:228117-43-9
Molecular Formula:C₂₂H₃₂BrNO₂
Molecular Weight:422.406
Hs Code.:

(8S,9S,10R,13S,14S,17S)-3-Bromo-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid methoxy-methyl-amide

Synonyms:(8S,9S,10R,13S,14S,17S)-3-Bromo-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid methoxy-methyl-amide

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Chemical Property of (8S,9S,10R,13S,14S,17S)-3-Bromo-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid methoxy-methyl-amide

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Technology Process of (8S,9S,10R,13S,14S,17S)-3-Bromo-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid methoxy-methyl-amide

There total 1 articles about (8S,9S,10R,13S,14S,17S)-3-Bromo-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid methoxy-methyl-amide 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:

: 302-97-6
androst-4-en-3-one-17β-carboxylic acid

: 228117-43-9
(8S,9S,10R,13S,14S,17S)-3-Bromo-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 2 steps

1: (COBr)2, DMF / CH₂Cl₂ / -10 °C

2: pyridine / CH₂Cl₂ / 0 °C

With pyridine; Oxalyl bromide; N,N-dimethyl-formamide; In dichloromethane;
DOI:10.1016/S0040-4039(99)00456-6

Reference yield: 86.0%

: 90878-19-6
phenethylmagnesium chloride

: 228117-43-9
(8S,9S,10R,13S,14S,17S)-3-Bromo-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid methoxy-methyl-amide

: 157977-50-9
1-((8S,9S,10R,13S,14S,17S)-3-Bromo-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-3-phenyl-propan-1-one

Guidance literature:: In tetrahydrofuran; at 0 ℃;
DOI:10.1016/S0040-4039(99)00456-6

Reference yield:

: 228117-43-9
(8S,9S,10R,13S,14S,17S)-3-Bromo-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid methoxy-methyl-amide

: SB 209963

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / tetrahydrofuran / 0 °C

2: 72 percent / Ca(O₂CH)2 / Pd(OAc)2, dppp / dimethylsulfoxide; toluene / 20 h / 80 °C / 760 Torr

With calcium diformate; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; In tetrahydrofuran; dimethyl sulfoxide; toluene;
DOI:10.1016/S0040-4039(99)00456-6