6615-00-5

Basic information

• Product Name: 11a-Hydroxy-estr-4-ene-3,17-dione
• Synonyms: 11a-hydroxy-estr-4-ene-3,17-dione;11α-Hydroxy-estr-4-ene-3,17-dione
• CAS NO: 6615-00-5
• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.38136
• Product Categories: Intermediates;Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 6615-00-5.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 480°C at 760 mmHg
• Flash Point: 258.2°C
• Appearance: /
• Density: 1.21
• Vapor Pressure: 3.16E-11mmHg at 25°C
• Refractive Index: 1.574
• Water Solubility: 792mg/L at 30℃
• CAS DataBase Reference: 11a-Hydroxy-estr-4-ene-3,17-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 11a-Hydroxy-estr-4-ene-3,17-dione(6615-00-5)
• EPA Substance Registry System: 11a-Hydroxy-estr-4-ene-3,17-dione(6615-00-5)

Safety Data

• Hazardous Substances Data: 6615-00-5(Hazardous Substances Data)

Usage

Uses

An intermediate for 18-demethyl Etonogestrel. Etonogestrel is the active metabolite of Desogestrel.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C18H24O3/c1-18-9-15(20)17-12-5-3-11(19)8-10(12)2-4-13(17)14(18)6-7-16(18)21/h8,12-15,17,20H,2-7,9H2,1H3/t12-,13-,14-,15+,17+,18-/m0/s1

Synthetic route

11α-hydroxy-estr-4-ene-3,17-dione (6615-00-5) → estr-4-ene-3,11,17-trione (6615-01-6)

Conditions	Yield
With tert.-butylhydroperoxide; 3 A molecular sieve; zircornium(IV) n-propoxide In dichloromethane for 80h;	85%
With chromium(VI) oxide In acetone

11α-hydroxy-estr-4-ene-3,17-dione (6615-00-5) → 11β-fluoro-estr-4-ene-3,17-dione (19108-87-3)

Conditions	Yield
With C4F9SO2F; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 24 - 30℃; for 2h;	66%
With N-(2-chloro-1,1,2-trifluoroethyl)diethylamine In tetrahydrofuran
With Nonafluorobutanesulfonyl fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene In ethyl acetate at -40 - -35℃; Product distribution / selectivity;

Nonafluorobutanesulfonyl fluoride (375-72-4) + 1,8-diazabicyclo[5.4.0]undec-7-ene (6674-22-2) + 11α-hydroxy-estr-4-ene-3,17-dione (6615-00-5) → 11β-fluoro-estr-4-ene-3,17-dione (19108-87-3)

Conditions	Yield
In toluene
In toluene

ethyl acetate n-hexane + Nonafluorobutanesulfonyl fluoride (375-72-4) + 1,8-diazabicyclo[5.4.0]undec-7-ene (6674-22-2) + 11α-hydroxy-estr-4-ene-3,17-dione (6615-00-5) → 11β-fluoro-estr-4-ene-3,17-dione (19108-87-3)

Conditions	Yield
In toluene

Downstream Products

• 6615-01-6 19-norandrost-4-ene-3,11,17-trione