23498-55-7

Basic information

• Product Name: (3beta,5alpha,17E)-17-(hydroxyimino)androstan-3-yl acetate
• CAS NO: 23498-55-7
• Molecular Formula: C₂₁H₃₃NO₃
• Molecular Weight: 347.4916
• Mol File: 23498-55-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 457.041°C at 760 mmHg
• Flash Point: 230.21°C
• Density: 1.285g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.627
• CAS DataBase Reference: (3beta,5alpha,17E)-17-(hydroxyimino)androstan-3-yl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (3beta,5alpha,17E)-17-(hydroxyimino)androstan-3-yl acetate(23498-55-7)
• EPA Substance Registry System: (3beta,5alpha,17E)-17-(hydroxyimino)androstan-3-yl acetate(23498-55-7)

Safety Data

• Hazardous Substances Data: 23498-55-7(Hazardous Substances Data)

Usage

General Description

(3beta,5alpha,17E)-17-(hydroxyimino)androstan-3-yl acetate is a chemical compound with a complex molecular structure. It belongs to the class of androstane derivatives and is known for its potential biological activity. (3beta,5alpha,17E)-17-(hydroxyimino)androstan-3-yl acetate is a steroid and can exhibit hormonal effects in the body. It is often used in pharmaceutical research and drug development for its potential therapeutic properties. The acetate group on the molecule indicates that it is an ester, which can be hydrolyzed in the body to release the active compound. Overall, this chemical has potential implications in the field of medicine and biological research.

Upstream product

• 1239-31-2 3β-acetoxy-5α-androstan-17-one 
• 17291-39-3 p-toluenesulfonate of 3β-acetoxy-5α-androstan-17β-ol 
• 1098-12-0 3β-acetoxy-5α-androstan-17-one 

Downstream Products

• 1239-31-2 3β-acetoxy-5α-androstan-17-one 
• 5424-40-8 3β,17β-diacetoxy-5α-androstane 
• 7148-51-8 5α-androst-16-en-3β-ol 

Relevant articles and documents

A practical and facile route for the preparation of 18-norandrostan-17- ones from androstan-17-ones using SmI2-promoted cyclization and dehydroxylation

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Steroidal N-Nitro-amines. Part 2. Denitroamination of Steroidal 12β-, 17β-, 20β-, and 23R-Nitro-amines

20β-Nitroaminopregn-5-en-3β-yl acetate (13a), 17β-nitroamino-5α-androstan-3β-yl acetate (14), and 12β-nitroamino-(25R)-5α-spirostan-3β-yl acetate (15a) have been prepared by nitrosation of the corresponding oximes, followed by reduction with sodium borohydride.The 23-nitro-imine (12), obtained by reaction of sarsasapogenin acetate (10) with nitrous acid and boron trifluoride-diethyl ether complex, was similarly reduced to give 23R-nitroamino-(20S,22S,25S)-5β-spirostan-3β-yl acetate (16).Denitroamination of (13a) was achieved by treatment with acetic anhydride and pyridine to give the acetates of pregna-5,20-dien-3β-ol (17), pregn-5-ene-3β,20β-diol (18), 17α-methyl-D-homo-androst-5-ene-3,17aβ-diol (19), and 17α-methyl-12a-methylene-C(12a)-homo-18-norandrost-5-en-3β-ol (20).Under the same conditions the nitro-amine (14) afforded the acetates of 5α-androst-16-en-3β-ol (27a), 17β-methyl-18-nor-5α-androst-12-en-3β-ol (28a), 17-methyl-18-nor-5α-androst-13(17)-en-3β-ol (29a), and 17β-methyl-18-nor-5α-androst-13-en-3β-ol (30a).Denitroamination of (15a) took place through the expected C-nor-D-homo rearrangement producing 14(13->12αH)abeo-(25R)-5α-spirost-13(18)-en-3β-yl acetate (31) in high yield and a minor amount of 14(13->12)abeo-(25R)-5α-spist-12-en-3β-yl acetate (32).The trans-stereochemistry of the β-hydrogen-elimination produced in the denitroamination of (16) was established by using labelled sarsasapogenin (10) biosynthesized by Agave attenuata from mevalonic acid.