18-Methyl-11-methyleneestr-4-ene-3,17-dione

Base Information

• Chemical Name: 18-Methyl-11-methyleneestr-4-ene-3,17-dione
• CAS No.: 54024-17-8
• Molecular Formula: C20H26O2
• Molecular Weight: 298.425
• Hs Code.: 2937230000
• Mol file: 54024-17-8.mol

Synonyms:(8S,9S,10R,14S)-13-ethyl-11-methylidene-2,6,7,8,9,10,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione;

Chemical Property of 18-Methyl-11-methyleneestr-4-ene-3,17-dione

Chemical Property:

• Vapor Pressure: 0-0Pa at 20-25℃
• PSA: 34.14000
• Density: 1.11
• LogP: 4.25350

Purity/Quality:

99%, ^*data from raw suppliers

(8S,9S,10R,14S)-13-Ethyl-11-methylene-7,8,9,10,11,12,13,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17(2H,6H)-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 18-Methyl-11-methyleneestr-4-ene-3,17-dione is used in the preparation of Desogestrel (D296875), which is oral contraceptive.

Technology Process of 18-Methyl-11-methyleneestr-4-ene-3,17-dione

There total 27 articles about 18-Methyl-11-methyleneestr-4-ene-3,17-dione 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: 94.0%

(+)-13β-ethyl-17β-hydroxy-11-methylenegona-4-en-3-one (220332-82-1) → 13β-ethyl-11-methylenegon-4-en-3,17-dione (54024-17-8)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1.33333h;

DOI:10.1002/chem.200700182

Reference yield: 86.0%

13-ethyl-11-methylenegon-5-ene-3,17-dione cyclic bis(1,2-ethanediyl acetal) (56294-43-0) → 13β-ethyl-11-methylenegon-4-en-3,17-dione (54024-17-8)

Guidance literature:

With hydrogenchloride; for 5h; Ambient temperature;

DOI:10.1080/00397919708006801

Reference yield: 80.3%

D-13β-ethyl-11β-hydroxy-11α-methylgon-4-ene-3,17-dione (190507-51-8) → 13β-ethyl-11-methylenegon-4-en-3,17-dione (54024-17-8)

Guidance literature:

With formic acid; toluene-4-sulfonic acid; at 50 - 60 ℃; for 7h;

DOI:10.1016/S0039-128X(97)00006-8

upstream raw materials:

13-ethyl-11-methylenegon-5-ene-3,17-dione cyclic bis(1,2-ethanediyl acetal)

D-13β-ethyl-11β-hydroxy-11α-methylgon-4-ene-3,17-dione

D-13β-Ethyl-11β-hydroxy-11α-methylgon-5-ene-3,11-dione-3,17-diethylene ketal

13β-ethyl-11α-hydroxygon-5-ene-3,17-dione

Downstream raw materials:

desogestrel

11-methylene-18a-homo-estr-4-en-17-one

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