5223-99-4

Basic information

• Product Name: DEHYDROANDROSTERONE ACETATE
• Synonyms: DEHYDROANDROSTERONE ACETATE
• CAS NO: 5223-99-4
• Molecular Formula: C₂₁H₃₀O₃
• Molecular Weight: 330.465
• Mol File: 5223-99-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 173.5-174.5 °C
• Boiling Point: 387.4°C at 760 mmHg
• Flash Point: 188.1°C
• Appearance: /
• Density: 1.171g/cm³
• Vapor Pressure: 3.3E-06mmHg at 25°C
• Refractive Index: 1.556
• CAS DataBase Reference: DEHYDROANDROSTERONE ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: DEHYDROANDROSTERONE ACETATE(5223-99-4)
• EPA Substance Registry System: DEHYDROANDROSTERONE ACETATE(5223-99-4)

Safety Data

• Hazardous Substances Data: 5223-99-4(Hazardous Substances Data)

Usage

Description

DEHYDROANDROSTERONE ACETATE, also known as 3α-Acetoxyandrost-5-en-17-one, is a chemical compound derived from the androstane class of steroids. It is characterized by its unique molecular structure, which includes a 3α-acetoxy group and a 5-en-17-one functional group. DEHYDROANDROSTERONE ACETATE has been found to have various applications in different industries, particularly in chemical and pharmaceutical research.

Uses

Used in Chemical Synthesis:
DEHYDROANDROSTERONE ACETATE is used as a substrate for the reaction of Androst-5-enes with mercury(II) trifluoroacetate in dichloromethane. This modified Treibs oxidation reaction is an important method for the synthesis of various steroidal compounds, which have a wide range of applications in the pharmaceutical industry.
Used in Pharmaceutical Research:
DEHYDROANDROSTERONE ACETATE is used as a starting material for the synthesis of various steroidal drugs. These drugs are employed in the treatment of various medical conditions, such as hormone replacement therapy, contraception, and certain inflammatory and autoimmune disorders.
Used in Analytical Chemistry:
DEHYDROANDROSTERONE ACETATE can be used as a reference compound in the development and validation of analytical methods for the determination of steroidal compounds in biological samples. This is important for monitoring the levels of these compounds in patients undergoing hormone therapy or for detecting the use of performance-enhancing drugs in sports.

InChI:InChI=1/C11H13NO3/c1-3-10(13)12-9-6-4-5-8(7-9)11(14)15-2/h4-7H,3H2,1-2H3,(H,12,13)

Upstream product

• 2719-96-2 3β-tosyloxyandrost-5-ene-17-one 
• 10534-59-5 tetrabutylammonium acetate 
• 6585-68-8 3β-Acetoxy-5α,6α-epoxy-5α-androstanon-(17) 
• 53-43-0 dehydroepiandrosterone 
• 108-24-7 acetic anhydride 

Downstream Products

• 53-43-0 dehydroepiandrosterone 
• 853-23-6 prasterone acetate 
• 1449-61-2 3β-acetoxy-androst-5-en-7,17-dione 
• 2283-82-1 3α-hydroxy-androst-5-en-17-one 
• 1639-43-6 5-androstene-3β,17β-diol 3-acetate 
• 53-43-0 dehydroepiandrosterone 

Relevant articles and documents

Recycling method of positional isomer in preparation of 3beta-acetoxy-5alpha-chloro-6beta-hydroxyandrost-17-one

The invention discloses a recycling method for forming 3beta-acetoxyandrost-5-en-17-one by performing a cyclization elimination reaction by utilizing solid waste 3beta-acetoxy-6beta-chloro-5alpha-hydroxyandrost-17-one obtained in the process of an addition reaction of preparing 3beta-acetoxy-5alpha-chloro-6beta-hydroxyandrost-17-one from 3beta-acetyloxyandrost-5-en-17-one as a raw material, and performing a reduction elimination reaction. The method provided by the invention can effectively recover and reuse the by-product obtained in the preparation process of the 3beta-acetoxy-5alpha-chloro-6beta-hydroxyandrost-17-one, and the synthetic method is simple and convenient to operate, has mild reaction conditions, is environmentally friendly, and reduces the production costs of preparing the3beta-acetoxy-5alpha-chloro-6beta-hydroxyandrost-17-one from the 3beta-acetyloxyandrost-5-en-17-one.

Zinc triflate catalyzed acylation of alcohols, phenols, and thiophenols

An expedient procedure for the acylation of alcohols, phenols, and thiophenols using catalytic amount of Zn(OTf)2 is described. This procedure is highly suitable for industrial application due to use of less toxic metal as a part of catalyst, short reaction time at ambient temperature, without any racemization of chiral alcohols.

Factors Affecting the Facial Selectivity in the Hydroboration of Steroidal Δ5-Enes

A comparison between the facial selectivity observed in the hydroboration of some androst-5-enes and B-norandrost-5-enes does not parallel the differences between the calculated force field energies of α- and β-cyclobutane models suggesting that in this case the facial selectivity is not determined by the four centre transition state but by the ease of formation of the initial ?-complexes between the alkene and the borane.