54024-21-4

Basic information

• Product Name: 13b-Ethyl-11-methylenegon-4-en-17-one
• Synonyms: 13b-Ethyl-11-methylenegon-4-en-17-one;13-Ethyl-11-methylene-gon-4-en-17-one;Desogestrel InterMediates;Desogestrel EP IMpurity C;(8S,9S,10R,14S)-13-Ethyl-11-methylene-2,3,7,8,9,10,11,12,13, 14,15,16-dodecahydro-1H-cyclopenta[a;11-methylene-13-ethyl-gon-4-ene-17-one;(8S,9S,10R,14S)-13-Ethyl-11-methylene-2,3,7,8,9,10,11,12,13,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17(6H)-one;(8S,9S,10R,14S)-13-Ethyl-11-methylene-2,3,7,8,9,10,11,12,13,14,15,16-dodecahydro-1H-cyclopenta
• CAS NO: 54024-21-4
• Molecular Formula: C₂₀H₂₈O
• Molecular Weight: 284.44
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 54024-21-4.mol
• Article Data: 11

Chemical Properties

• Melting Point: 99-1010C
• Boiling Point: 412.533 °C at 760 mmHg
• Flash Point: 177.856 °C
• Appearance: /
• Density: 1.051 g/cm³
• Refractive Index: 1.547
• Storage Temp.: Refrigerator
• CAS DataBase Reference: 13b-Ethyl-11-methylenegon-4-en-17-one(CAS DataBase Reference)
• NIST Chemistry Reference: 13b-Ethyl-11-methylenegon-4-en-17-one(54024-21-4)
• EPA Substance Registry System: 13b-Ethyl-11-methylenegon-4-en-17-one(54024-21-4)

Safety Data

• Hazardous Substances Data: 54024-21-4(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Desogestrel intermediate

InChI:InChI=1/C20H28O/c1-3-20-12-13(2)19-15-7-5-4-6-14(15)8-9-16(19)17(20)10-11-18(20)21/h6,15-17,19H,2-5,7-12H2,1H3/t15-,16-,17?,19?,20-/m0/s1

Upstream product

• 1822-00-0 trimethylsilylmethyllithium 
• 160683-93-2 18a-homo-estr-4-ene-11,17-dione 
• 163918-37-4 17,17-ethylenedioxy-18a-homo-estr-4-en-11-one 
• 1032401-75-4 (+)-17β-tert-butoxy-13β-ethyl-11-methylenegona-4-ene 
• 7370-08-3 11α,17β-Dihydroxy-18a-homo-estr-4-en-3-one 
• 160683-94-3 17,17-<(2,2-dimethyl)propane-1,3-dioxy>-18a-homo-estr-4-en-11-one 
• 160683-91-0 3,3-ethylenedithio-18a-homo-estr-4-ene-11α,17β-diol 
• 160683-85-2 3-methoxy-18a-homo-estra-2,5(10)-diene-11α,17β-diol 
• 160683-92-1 18a-homo-estr-4-ene-11α,17β-diol 
• 196716-44-6 D-13β-Ethyl-11β-hydroxy-11α-methylgon-5-ene-3,11-dione-3,17-diethylene ketal 
• 196716-45-7 D-13β-Ethyl-3,3-ethylenedithio-11-methylenegon-4-ene-17α-ol 
• 100071-90-7 18-methyl-estra-4-en-3,11,17-trione 
• 196716-43-5 13β-ethyl-gona-5-ene-3,11,17-trione-3,17-diethylene ketal 
• 53067-82-6 13β-ethyl-11α-hydroxygon-5-ene-3,17-dione 

Downstream Products

• 54024-22-5 desogestrel 
• 110-54-3 hexane 
• 54048-10-1 etonogestrel 

Relevant articles and documents

Synthesis of 13-Ethyl-11-methylene-18,19-dinor-17α-pregn-4-en-20-yn-17-ol (Desogestrel) and its Main Metabolite 3-Oxo-Desogestrel

A synthesis of the steroid hormone desogestrel (25) from the 18a-homo steroid 1 is described. 25 was transformed into 3-oxo-desogestrel (28) by allyl oxidation.

Desogestrel and its new process for preparation of the intermediate compounds

The invention relates to a preparation process for desogestrel and a novel intermediate compound thereof. In the prior art, 11-bit methylene is introduced through a wittig reaction in the preparation process of desogestrel, and a large quantity of environmental pollutants are produced in the reaction. In the preparation process for desogestrel and the novel intermediate compound thereof provided by the invention, the 11-bit methylene is introduced through an addition reaction, so that the problem of excessive discharge of pollutants is solved, reaction time is shortened, yield is increased, and industrial production is facilitated.

TOTAL SYNTHESIS OF ENANTIOPURE DESOGESTREL

The present invention relates to a total synthesis of desogestrel and derivatives thereof, and to intermediate compounds of this synthesis.