3-(4-chlorophenyl)-2-((8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9, 10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonyl)acrylonitrile

Base Information

• Chemical Name: 3-(4-chlorophenyl)-2-((8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9, 10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonyl)acrylonitrile
• CAS No.: 1534364-14-1
• Molecular Formula: C₂₉H₃₂ClNO₂
• Molecular Weight: 462.032
• Mol file: 1534364-14-1.mol

Synonyms:

Chemical Property of 3-(4-chlorophenyl)-2-((8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9, 10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonyl)acrylonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-chlorophenyl)-2-((8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9, 10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonyl)acrylonitrile

There total 2 articles about 3-(4-chlorophenyl)-2-((8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9, 10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonyl)acrylonitrile 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:

Progesterone (57-83-0) → 3-(4-chlorophenyl)-2-((8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9, 10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonyl)acrylonitrile (1534364-14-1)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid; bromine / 1 h / 20 - 60 °C

2: ethanol; water / 2 h / 60 °C

3: piperidine / 1,4-dioxane / 2 h / Reflux

With piperidine; bromine; acetic acid; In 1,4-dioxane; ethanol; water;

DOI:10.1007/s00044-013-0894-8

Reference yield:

(8S,9S,10R,13S,14S,17S)-17-(2-bromoacetyl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14, 15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one (26987-66-6) → 3-(4-chlorophenyl)-2-((8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9, 10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonyl)acrylonitrile (1534364-14-1)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol; water / 2 h / 60 °C

2: piperidine / 1,4-dioxane / 2 h / Reflux

With piperidine; In 1,4-dioxane; ethanol; water;

DOI:10.1007/s00044-013-0894-8

Reference yield: 82.0%

3-(4-chlorophenyl)-2-((8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9, 10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carbonyl)acrylonitrile (1534364-14-1) + malononitrile (109-77-3) → 2-amino-4-(4-chlorophenyl)-6-((8S,9S,10R,13S,14S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-4H-pyran-3,5-dicarbonitrile

Guidance literature:

With triethylamine; In 1,4-dioxane; for 2h; Reflux;

DOI:10.1007/s00044-013-0894-8

upstream raw materials:

Progesterone

(8S,9S,10R,13S,14S,17S)-17-(2-bromoacetyl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14, 15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one