1255-57-8

Basic information

• Product Name: 3-oxoandrost-4-en-17-yl 4-methylbenzenesulfonate
• CAS NO: 1255-57-8
• Molecular Formula: C₂₆H₃₄O₄S
• Molecular Weight: 442.6108
• Mol File: 1255-57-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 585.9°C at 760 mmHg
• Flash Point: 308.1°C
• Density: 1.23g/cm³
• Vapor Pressure: 1.04E-13mmHg at 25°C
• Refractive Index: 1.591
• CAS DataBase Reference: 3-oxoandrost-4-en-17-yl 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-oxoandrost-4-en-17-yl 4-methylbenzenesulfonate(1255-57-8)
• EPA Substance Registry System: 3-oxoandrost-4-en-17-yl 4-methylbenzenesulfonate(1255-57-8)

Safety Data

• Hazardous Substances Data: 1255-57-8(Hazardous Substances Data)

Usage

General Description

3-oxoandrost-4-en-17-yl 4-methylbenzenesulfonate is a synthetic hormone compound that is derived from androstenedione, a precursor to both male and female sex hormones. It belongs to the class of androgenic steroids, which are known for their ability to promote the development of male sex characteristics. This particular chemical is often used in the production of anabolic steroid drugs, which are commonly used for their muscle-building and performance-enhancing effects. Its structure includes a steroid backbone with a ketone group at the 3-position, and it is attached to a 4-methylbenzenesulfonate group, which can enhance its solubility and stability. 3-oxoandrost-4-en-17-yl 4-methylbenzenesulfonate has the potential for a wide range of hormonal and physiological effects when used in pharmaceutical or research applications.

Upstream product

• 58-22-0 testosterone 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 4075-07-4 4,16-androstadien-3-one 

Relevant articles and documents

Iridium-catalysed highly selective reduction-elimination of steroidal 4-en-3-ones to 3,5-dienes in water

Steroidal 3,5-diene is an important structural motif in steroid drugs. In this report, an iridium-catalyzed reduction-elimination of readily available steroidal 4-en-3-ones is realized to prepare steroidal 3,5-dienes. At a low catalyst loading (S/C = 200), heating 4-en-3-ones in a water-mixed organic solvent with formic acid without inert atmosphere protection afforded the desired 3,5-dienes in moderate to excellent yields. In a gram-scale preparation, recrystallization is used instead of column chromatography to purify products. Excellent functionality tolerance and regioselectivity are featured. Structural moieties such as alkanols (primary, secondary and tertiary), esters (except for formate), tolylates, and ketones (endocyclic or exocyclic) are not affected. Surprisingly, the reduction-elimination only takes place at A-ring 4-en-3-ones. In addition, bicyclic 4-en-3-ones are also viable substrates. Synthetic applications of steroidal 3,5-dienes are demonstrated. Our method can also lead to steroidal 3,5-dienes-3-d (>99% d-incorporation) when DCO2D and D2O are used together.