(3S,8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 4-iodobenzoate

Base Information

• Chemical Name: (3S,8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 4-iodobenzoate
• CAS No.: 97545-40-9
• Molecular Formula: C₂₈H₃₅IO₃
• Molecular Weight: 546.489

Synonyms:(3S,8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 4-iodobenzoate

Chemical Property of (3S,8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 4-iodobenzoate

Chemical Property:

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Technology Process of (3S,8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 4-iodobenzoate

There total 2 articles about (3S,8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 4-iodobenzoate 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: 88.0%

Pregnenolone (145-13-1) + 4-iodobenzoic acid chloride (1711-02-0) → (3S,8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 4-iodobenzoate (97545-40-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1039/d1cc04586e

Reference yield: 68.0%

4-iodobenzoic acid (619-58-9) + Pregnenolone (145-13-1) → (3S,8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 4-iodobenzoate (97545-40-9)

Guidance literature:

With dmap; 2`,3`-dideoxycytidine; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1016/S0039-128X(84)80019-7

Reference yield: 64.0%

4-ethynyl-1-fluoro-2-methylbenzene (351002-93-2) + tert-Butyl iodide (558-17-8) + (3S,8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 4-iodobenzoate (97545-40-9) → (3S,8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 4-((Z)-1-(4-fluoro-3-methylphenyl)-3,3-dimethylbut-1-en-1-yl)benzoate

Guidance literature:

With manganese; nickel dibromide; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine; In tetrahydrofuran; at 50 ℃; for 24h; stereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1039/d1cc04586e

upstream raw materials:

4-iodobenzoic acid

Pregnenolone

4-iodobenzoic acid chloride

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