5982-99-0

Basic information

• Product Name: androstane-3,17-dione
• Synonyms: Androsta-3,17-dione
• CAS NO: 5982-99-0
• Molecular Formula: C₁₉H₂₈O₂
• Molecular Weight: 288.42
• Mol File: 5982-99-0.mol

Chemical Properties

• Melting Point: 132-133 °C
• Boiling Point: 411.2°C at 760 mmHg
• Flash Point: 153.9°C
• Appearance: /
• Density: 1.079g/cm³
• Vapor Pressure: 5.68E-07mmHg at 25°C
• Refractive Index: 1.526
• CAS DataBase Reference: androstane-3,17-dione(CAS DataBase Reference)
• NIST Chemistry Reference: androstane-3,17-dione(5982-99-0)
• EPA Substance Registry System: androstane-3,17-dione(5982-99-0)

Safety Data

• Hazardous Substances Data: 5982-99-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-16H,3-11H2,1-2H3/t12?,14-,15-,16-,18-,19-/m0/s1

Upstream product

• 571-20-0 (3S,5S,10S,13S)-10,13-Dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,17-diol 
• 63-05-8 4-androstene-3,17-dione 
• 4966-70-5 Androsten-⁽⁵⁾-dion-(3,17)-bis-aethylenacetal 
• 571-20-0 (5α)-androstane-3β,17β-diol 
• 53-43-0 dehydroepiandrosterone 
• 58-22-0 testosterone 
• 571-20-0 (5S,10R,13R)-10,13-Dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,17-diol 
• 571-20-0 (5R,10R,13R)-10,13-Dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,17-diol 
• 3591-19-3 (5S,10S,13S,14S)-3,3-Dimethoxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-one 
• 53-41-8 androsterone 
• 53-41-8 epiandrosterone 

Downstream Products

• 3591-19-3 3-bismethoxyandrost-17-one 
• 63-05-8 (8R,9S,10R,13S)-10,13-dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17(2H,6H)-dione 
• 24887-75-0 androstane 
• 571-39-1 Androst-1-en-3,17-dion 
• 571-39-1 androstenedione 

Relevant articles and documents

Method for synthesizing stanozolol intermediate androstane-17alpha-methyl-17beta-hydroxyl-3-ketone

The invention provides a method for synthesizing a stanozolol intermediate androstane-17alpha-methyl-17beta-hydroxyl-3-ketone. The method comprises the following steps: taking 4-androstenedione as a raw material, carrying out 3-site and 17-site keto-double-ketal, 5-site ethylenic bond catalytic hydrogenation and 3-site and 17-site double-ketal hydrolysis to prepare a compound 5alpha-androstane-3,17-diketone; then carrying out 3-site keto-double-etherification and 17-site Grignard addition, and finally carrying out hydrolysis to prepare the compound androstane-17alpha-methyl-17beta-hydroxyl-3-ketone, wherein the HPLC (High Performance Liquid Chromatography) purity of the compound is 99.0% or greater. The method provided by the invention is short in route, easy in production process control,environmentally-friendly, low in production cost and applicable to industrial large-scale production.

Synthetic scope of alcohol transfer dehydrogenation catalyzed by Cu/Al 2O3: A new metallic catalyst with unusual selectivity

A method for the anaerobic oxidation of a wide series of alcohols including cyclohexanols and steroidal alcohols, has been set up. It relies on a transfer dehydrogenation reaction from the substrate alcohol to styrene catalyzed by a heterogeneous, reusable copper catalyst under very mild liquid phase experimental conditions (90°C, N2) and shows unusual selectivity. Thus, the method is selective for the oxidation of secondary and allylic alcohols even in the presence of unprotected primary and benzylic alcohols. Electronic effects and the choice of the hydrogen acceptor account for the selectivity observed.

Highly efficient chemoselective deprotection of O,O-acetals and O,O-ketals catalyzed by molecular iodine in acetone

An extremely convenient method for deprotection of acetals and ketals catalyzed by molecular iodine (10 mol %) in acetone is reported. The protocol achieved the deprotection of acyclic or cyclic O,O-acetals and O,O-ketals in excellent yields within a few minutes under neutral conditions. The double bond, hydroxyl group, and acetate group remained unchanged, and the highly acid-sensitive furyl, tert-butyl ethers, and ketone-oxime stayed intact under these conditions.

CHEMOSELECTIVITY IN MOLYBDENUM CATALYZED ALCOHOL AND ALDEHYDE OXIDATIONS

Hydrogen peroxide in the presence of (NH4)6Mo7O24*4H2O and potassium carbonate is a chemoselective method to oxidize secondary alcohols to ketones and to oxidize aldehydes to acids, the latter also accelerated by cerium chloride.

SELECTIVITE DE LA REDUCTION D'α-ENONES POLYCYCLIQUES PAR LES BOROHYDRURES: EFFET DE L'ADDITION DE TETRAMETHYL-ETHYLENEDIAMINE AU BOROHYDRURE DE TETRABUTYLAMMONIUM

Δ1,9octalone, Δ1,9-10-methyl octalone and testosterone were reduced by NBu4BH4, alone or in the presence of tetramethylethylenediamine (TMEDA), in THF and in toluene.With TMEDA, the first step of the reduction is the regioselective 1,4 attack by BH4(1-) which leads either to the saturated ketones or to the corresponding saturated alcohols.The results observed under different conditions were interpreted by the intervention of various reductive species: diborane, enoxyborohydrides in the absence of TMEDA, amine-borane in its presence.