24887-75-0

Basic information

• Product Name: androstane
• Synonyms: 1H-Cyclopenta(A)phenanthrene, hexadecahydro-10,13-dimethyl-, (8S-(8alpha,9beta,10alpha,13alpha,14beta))-;Androstane (van)
• CAS NO: 24887-75-0
• Molecular Formula: C19H32
• Molecular Weight: 260.46
• Mol File: 24887-75-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 50°C
• Boiling Point: 338.72°C (rough estimate)
• Flash Point: 145.9°C
• Appearance: /
• Density: 0.8519 (estimate)
• Vapor Pressure: 0.000224mmHg at 25°C
• Refractive Index: 1.4750 (estimate)
• CAS DataBase Reference: androstane(CAS DataBase Reference)
• NIST Chemistry Reference: androstane(24887-75-0)
• EPA Substance Registry System: androstane(24887-75-0)

Safety Data

• Hazardous Substances Data: 24887-75-0(Hazardous Substances Data)

Usage

Purification Methods

Purify 5-androstane by chromatography through Al2O3 (grade III) and elute with pet ether and recrystallise from MeOH (2x) and Me2CO/MeOH. It sublimes at 60o/high vacuum. Also dissolve it in pet ether, filter it through silica gel, evaporate and recrystallise it. [Steiger & Reichstein Helv Chim Acta 20 817 1937, Prelog et al. Helv Chim Acta 27 66 1944, IR, NMR: Halkes & Havinga Rec Trav Chim Pays-Bas 8 4 889 1965, Allinger et al. Tetrahedron 27 5073 1971, Beilstein 5 III 1110, 5 IV 1211.]

InChI:InChI=1/C19H32/c1-18-11-5-7-16(18)15-9-8-14-6-3-4-12-19(14,2)17(15)10-13-18/h14-17H,3-13H2,1-2H3

Upstream product

• 81827-60-3 Trifluoro-methanesulfonic acid (8R,9S,10S,13S,14S)-10,13-dimethyl-3-trifluoromethanesulfonyloxy-4,5,6,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester 
• 5982-99-0 androstane-3,17-dione 

Relevant articles and documents

A Geomimetic Approach to the Formation and Identification of Fossil Sterane Biomarkers in Crude Oil: 18-nor- D -homo-Androstane and 5α,14β-Androstane

A diazonium ion derived from 18-aminoandrostane rearranged upon decomposition by a carbonium and a carbenium ion to furnish a mixture of a cyclopropanated compound and two D-homo-androstenes. Hydrogenation of this mixture gave the saturated hydrocarbons, 18-nor-D-homo-androstane and 5α,14β-androstane, which are both fossil sterane biomarkers in Neoproterozoic crude oil. The so far unknown constitution and configuration as well as the geochemical genesis were established by this experiment. The starting material for this investigation, 18-aminoandrostane, was prepared in twelve steps from androstan-17-one (12.5% overall yield) with a Barton reaction as the key step.

Synthesis in the 5-alpha, 13-alpha androstane series

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