Benzoic acid (5S,8R,9S,10S,13S,14S,17R)-17-ethynyl-17-hydroxy-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-(2Z)-ylidenemethyl ester

Base Information

• Chemical Name: Benzoic acid (5S,8R,9S,10S,13S,14S,17R)-17-ethynyl-17-hydroxy-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-(2Z)-ylidenemethyl ester
• CAS No.: 107000-75-9
• Molecular Formula: C₂₉H₃₄O₄
• Molecular Weight: 446.587

Synonyms:Benzoic acid (5S,8R,9S,10S,13S,14S,17R)-17-ethynyl-17-hydroxy-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-(2Z)-ylidenemethyl ester

Chemical Property of Benzoic acid (5S,8R,9S,10S,13S,14S,17R)-17-ethynyl-17-hydroxy-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-(2Z)-ylidenemethyl ester

Chemical Property:

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MSDS Files:

SDS file from LookChem

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Technology Process of Benzoic acid (5S,8R,9S,10S,13S,14S,17R)-17-ethynyl-17-hydroxy-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-(2Z)-ylidenemethyl ester

There total 2 articles about Benzoic acid (5S,8R,9S,10S,13S,14S,17R)-17-ethynyl-17-hydroxy-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-(2Z)-ylidenemethyl 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: 72.0%

benzoyl chloride (98-88-4) + (5α,17α)-17-hydroxy-2-(hydroxymethylene)pregn-20-yn-3-one (78094-38-9,138231-82-0) → (5α,17α)-2-[(benzoyloxy)methylene]-17-hydroxypregn-20-yn-3-one (107000-75-9)

Guidance literature:

With potassium carbonate; In acetone;

Reference yield: 72.0%

(5α,17α)-2-(hydroxymethylene)-17-hydroxypreg-20-yn-3-one (78094-38-9) + benzoyl chloride (98-88-4) → Benzoic acid (5S,8R,9S,10S,13S,14S,17R)-17-ethynyl-17-hydroxy-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-(2Z)-ylidenemethyl ester (107000-75-9)

Guidance literature:

With potassium carbonate; In acetone; for 18h; Ambient temperature;

DOI:10.1021/jm00170a008

Reference yield: 77.0%

methanesulphonyl hydrazide (10393-86-9) + Benzoic acid (5S,8R,9S,10S,13S,14S,17R)-17-ethynyl-17-hydroxy-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-(2Z)-ylidenemethyl ester (107000-75-9) → Zanoterone (107000-34-0)

Guidance literature:

In dichloromethane; acetic acid; at 0 - 12 ℃; for 23h;

DOI:10.1021/jm00170a008

upstream raw materials:

(5α,17α)-2-(hydroxymethylene)-17-hydroxypreg-20-yn-3-one

benzoyl chloride

(5α,17α)-17-hydroxy-2-(hydroxymethylene)pregn-20-yn-3-one

Downstream raw materials:

Zanoterone

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