(2S,8S,9S,10R,13S,14S,17S)-tert-butyl 10,13-dimethyl-3-oxo-2-[4-(trifluoromethyl)benzyl]-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthrene-17-carboxylate

Base Information

Chemical Name:(2S,8S,9S,10R,13S,14S,17S)-tert-butyl 10,13-dimethyl-3-oxo-2-[4-(trifluoromethyl)benzyl]-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthrene-17-carboxylate
CAS No.:1402154-20-4
Molecular Formula:C₃₂H₄₁F₃O₃
Molecular Weight:530.671
Hs Code.:

(2S,8S,9S,10R,13S,14S,17S)-tert-butyl 10,13-dimethyl-3-oxo-2-[4-(trifluoromethyl)benzyl]-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthrene-17-carboxylate

Synonyms:(2S,8S,9S,10R,13S,14S,17S)-tert-butyl 10,13-dimethyl-3-oxo-2-[4-(trifluoromethyl)benzyl]-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthrene-17-carboxylate

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Chemical Property of (2S,8S,9S,10R,13S,14S,17S)-tert-butyl 10,13-dimethyl-3-oxo-2-[4-(trifluoromethyl)benzyl]-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthrene-17-carboxylate

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Technology Process of (2S,8S,9S,10R,13S,14S,17S)-tert-butyl 10,13-dimethyl-3-oxo-2-[4-(trifluoromethyl)benzyl]-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthrene-17-carboxylate

There total 6 articles about (2S,8S,9S,10R,13S,14S,17S)-tert-butyl 10,13-dimethyl-3-oxo-2-[4-(trifluoromethyl)benzyl]-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthrene-17-carboxylate 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

: 1402154-20-4
(2S,8S,9S,10R,13S,14S,17S)-tert-butyl 10,13-dimethyl-3-oxo-2-[4-(trifluoromethyl)benzyl]-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthrene-17-carboxylate

: 1402153-86-9
(2R,8S,9S,10R,13S,14S,17S)-tert-butyl 10,13-dimethyl-3-oxo-2-[4-(trifluoromethyl)benzyl]-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthrene-17-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sulfuric acid / dichloromethane / 16 h / -78 - 25 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: Inert atmosphere

2.3: 3 h / -78 - 0 °C / Inert atmosphere

With sulfuric acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201200190

Reference yield:

: 1402153-81-4
(8S,9S,10R,13S,14S,17S)-tert-butyl 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-carboxylate

: 402-49-3
4-bromomethyltrifluoromethylbenzene

: 1402154-20-4
(2S,8S,9S,10R,13S,14S,17S)-tert-butyl 10,13-dimethyl-3-oxo-2-[4-(trifluoromethyl)benzyl]-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthrene-17-carboxylate

: 1402153-86-9
(2R,8S,9S,10R,13S,14S,17S)-tert-butyl 10,13-dimethyl-3-oxo-2-[4-(trifluoromethyl)benzyl]-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthrene-17-carboxylate

Guidance literature:: (8S,9S,10R,13S,14S,17S)-tert-butyl 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-carboxylate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; Inert atmosphere;

4-bromomethyltrifluoromethylbenzene; In tetrahydrofuran; at -78 - 0 ℃; for 3h; optical yield given as %de; Inert atmosphere;
DOI:10.1002/ejoc.201200190

Reference yield:

: 145-13-1
Pregnenolone

: 1402154-20-4
(2S,8S,9S,10R,13S,14S,17S)-tert-butyl 10,13-dimethyl-3-oxo-2-[4-(trifluoromethyl)benzyl]-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthrene-17-carboxylate

: 1402153-86-9
(2R,8S,9S,10R,13S,14S,17S)-tert-butyl 10,13-dimethyl-3-oxo-2-[4-(trifluoromethyl)benzyl]-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1Hcyclopenta[a]phenanthrene-17-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: iodine / 1.5 h / 90 °C / Inert atmosphere; Reflux

2.1: sodium methylate / 16 h / Inert atmosphere; Reflux

3.1: cyclohexanone; aluminum isopropoxide / toluene / 4 h / Reflux; Inert atmosphere

4.1: potassium hydroxide / methanol; water / 3 h / Inert atmosphere; Reflux

5.1: sulfuric acid / dichloromethane / 16 h / -78 - 25 °C / Inert atmosphere

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

6.2: Inert atmosphere

6.3: 3 h / -78 - 0 °C / Inert atmosphere

With sulfuric acid; iodine; sodium methylate; cyclohexanone; aluminum isopropoxide; potassium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1002/ejoc.201200190