Acetic acid 2-((8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ylethynyl)-4-benzoyl-phenyl ester

Base Information

• Chemical Name: Acetic acid 2-((8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ylethynyl)-4-benzoyl-phenyl ester
• CAS No.: 183589-12-0
• Molecular Formula: C₃₈H₄₀O₄
• Molecular Weight: 560.733

Synonyms:Acetic acid 2-((8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ylethynyl)-4-benzoyl-phenyl ester

Chemical Property of Acetic acid 2-((8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ylethynyl)-4-benzoyl-phenyl ester

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Technology Process of Acetic acid 2-((8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ylethynyl)-4-benzoyl-phenyl ester

There total 3 articles about Acetic acid 2-((8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ylethynyl)-4-benzoyl-phenyl ester 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: 52.0%

Acetic acid 4-benzoyl-2-iodo-phenyl ester + 1-((8S,9S,10R,13S,14S,17S)-3-Ethynyl-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethanone (183589-02-8) → Acetic acid 2-((8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ylethynyl)-4-benzoyl-phenyl ester (183589-12-0)

Guidance literature:

With bis(triphenylphosphine) palladium (Il) acetate; triethylamine; In N,N-dimethyl-formamide; at 80 ℃; for 4h;

DOI:10.1021/jo961051a

Reference yield:

17β-Acetylandrosta-3,5-dien-3-yl triflate (95667-43-9) → Acetic acid 2-((8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ylethynyl)-4-benzoyl-phenyl ester (183589-12-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent

2: 94 percent / KF / methanol / 6 h / Ambient temperature

3: 52 percent / Et₃N, Pd(OAc)2(PPh₃)2 / dimethylformamide / 4 h / 80 °C

With potassium fluoride; bis(triphenylphosphine) palladium (Il) acetate; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo961051a

Reference yield:

1-((8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-3-trimethylsilanylethynyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethanone → Acetic acid 2-((8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ylethynyl)-4-benzoyl-phenyl ester (183589-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / KF / methanol / 6 h / Ambient temperature

2: 52 percent / Et₃N, Pd(OAc)2(PPh₃)2 / dimethylformamide / 4 h / 80 °C

With potassium fluoride; bis(triphenylphosphine) palladium (Il) acetate; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo961051a

upstream raw materials:

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

17β-Acetylandrosta-3,5-dien-3-yl triflate

Downstream raw materials:

1-[(8S,9S,10R,13S,14S,17S)-3-(5-Benzoyl-2-hydroxy-phenylethynyl)-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-ethanone

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