21800-83-9

Basic information

• Product Name: D-Ethylgonendione
• Synonyms: Levonorgestrel IMpurity L (18-Methylester-4-ene-3,17-dione);Gon-4-ene-3,17-dione,13-ethyl-;D-ETHYLGONENDIONE;(8r,9s,10r,14s)-13-ethyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-dione;13-ethyl-gon-4-ene-3,17-dione;18-methyl-estr-4-ene-3,17-dione;18-Methyl-4-Estrene-3,17-Dione;13-Ethyl-Gona-4-Ene-3,17-Dione
• CAS NO: 21800-83-9
• Molecular Formula: C₁₉H₂₆O₂
• Molecular Weight: 286.41
• EINECS: 418-490-3
• Product Categories: Pharmaceutical Intermediates;Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 21800-83-9.mol
• Article Data: 12

Chemical Properties

• Melting Point: 1676-1670C
• Boiling Point: 445.2 °C at 760 mmHg
• Flash Point: 166 °C
• Appearance: Light yellow crystalline solid
• Density: 1.11 g/cm³
• Vapor Pressure: 4.01E-08mmHg at 25°C
• Refractive Index: 1.55
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• CAS DataBase Reference: D-Ethylgonendione(CAS DataBase Reference)
• NIST Chemistry Reference: D-Ethylgonendione(21800-83-9)
• EPA Substance Registry System: D-Ethylgonendione(21800-83-9)

Safety Data

• Hazardous Substances Data: 21800-83-9(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow Crystalline Solid

Uses

Different sources of media describe the Uses of 21800-83-9 differently. You can refer to the following data:
1. Norgestrel intermediate
2. D-Ethyl Gonendione (Levonorgestrel EP Impurity L) is a Norgestrel intermediate.

InChI:InChI=1/C19H26O2/c1-2-19-10-9-15-14-6-4-13(20)11-12(14)3-5-16(15)17(19)7-8-18(19)21/h11,14-17H,2-10H2,1H3/t14-,15+,16+,17-,19-/m0/s1

Upstream product

• 144-55-8 sodium hydrogencarbonate 
• 76739-55-4 13β-ethyl-3-methoxy-17,17-ethylenedioxy-gona-2,5(10)-diene 
• 23855-42-7 (5R,8R,9S,10R,13S,14S)-13-Ethyl-5-hydroxy-3-methyl-tetradecahydro-4-oxa-cyclopenta[a]phenanthren-17-one 
• 23759-68-4 (3aS,5aS,6R,9aR,9bS)-3a-Ethyl-6-(3-oxo-butyl)-decahydro-cyclopenta[a]naphthalene-3,7-dione 
• 29371-39-9 C₂₃H₃₆O₅ 
• 14507-49-4 D-13β-ethyl-17β-hydroxy-3-methoxy-gona-2,5(10)-diene 
• 7443-72-3 18-methyl-3-methoxy-1,3,5(10),8-estratetraen-17β-ol 
• 3625-82-9 (+)-17β-hydroxy-13β-ethyl-3-methoxygona-1,3,5(10)-triene 
• 2322-77-2 13β-ethyl-3-methoxygona-2,5(10)-diene-17-one 
• 160683-92-1 18a-homo-estr-4-ene-11α,17β-diol 
• 53662-97-8 (3S,3aS,5aS,6R,9aR,9bS)-3-tert-Butoxy-3a-ethyl-6-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-dodecahydro-cyclopenta[a]naphthalen-7-one 
• 797-63-7 levonorgestrel 
• 793-55-5 17beta-hydroxy-18-methyl-4-estren-3-one 

Downstream Products

• 3625-82-9 (+)-17β-hydroxy-13β-ethyl-3-methoxygona-1,3,5(10)-triene 
• 848-04-4 dl-13-ethyl-3-methoxygona-1,3,5⁽¹⁰⁾-trien-17-one 
• 793-55-5 17beta-hydroxy-18-methyl-4-estren-3-one 
• 808-89-9 13β-Ethyl-17β-(3-phenylpropionoxy)-gon-4-en-3-one 
• 14009-70-2 17β-Hydroxy-3-methoxy-13β-ethyl-17α-ethinyl-gonatrien-<1,3,5(10)> 
• 797-63-7 levonorgestrel 
• 176254-10-7 C₂₂H₃₀O₂ 
• 170901-07-2 13-ethyl-11-hydroxygon-4-ene-3,17-dione 
• 192722-02-4 16-phenylsulfinylmethyl-18-methyl-19-norpregna-4,16-diene-3,20-dione 
• 60282-87-3 gestodene 
• 53067-82-6 13β-ethyl-11α-hydroxygon-5-ene-3,17-dione 
• 6544-68-9 13β-ethyl-3-hydroxygona-1,3,5(10)-trien-17-one 
• 19882-75-8 13-Ethyl-3-methoxygona-1,3,5⁽¹⁰⁾,9⁽¹¹⁾-tetraen-17-one 

Relevant articles and documents

Steroid intermediate products and method of their production

The invention is directed to novel steroid intermediate products of general formula I STR1 The steroid intermediate products which can be isolated according to the invention are suitable for the synthesis of 13-ethyl-11-methylene-18,19-bisnor-17α-pregn-4-en-20-in-17-ol (desogestrel). Further, processes for producing the steroid intermediate products of general formula I are described. The olefination of the 11-oxo steroids is carried out under the influence of ultrasound.

Synthesis of gon-4-enes

1. A therapeutic composition having progestational activity comprising as active ingredient a 17-aliphatic carboxylic acid ester of 17α-ethynyl-18-methyl-19-nortestosterone and a pharmaceutical carrier for said compound.

Tetrahydropyran-2-ols

Stereo-specific total synthesis of steroidal materials. 7-Substituted 3-oxo-1-heptenes or variants thereof are reacted with 2-alkylcycloalkane-1,3-diones yielding 3-substituted 6a β-alkyl-cyclopenta [f] [1] benzopyrans or naphtho [2,1-b] pyrans. These are then subjected to a selective catalytic hydrogenation followed by an introduction of a hydroxy, alkoxy or acyloxy group at the 4a-position to produce a 3-substituted 6a β,4a-hydroxy, alkoxy or acyloxy perhydrocyclopenta [f] [1] benzopyran or perhydro-naphtho [2,1-b] pyran. These latter compounds are then converted into 4- or 5-(3-oxoalkyl)perhydroindene-5-ones or perhydronaphthalene-6-ones which in turn can be converted to known steroidal materials by known methods.