1778-93-4

Basic information

• Product Name: TESTOSTERONE ENOL DIACETATE
• Synonyms: 4-ANDROSTEN-17-BETA-OL-ONE ENOL DIACETATE;3,5-ANDROSTADIEN-3,17BETA-DIOL-3,17-DIACETATE;3,5-ANDROSTADIEN-3,17-BETA-DIOL DIACETATE;TESTOSTERONE ENOL DIACETATE
• CAS NO: 1778-93-4
• Molecular Formula: C₂₃H₃₂O₄
• Molecular Weight: 372.5
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 1778-93-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 143-145 °C
• Boiling Point: 486.7°Cat760mmHg
• Flash Point: 239.3°C
• Appearance: /
• Density: 1.14g/cm³
• Vapor Pressure: 1.26E-09mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: TESTOSTERONE ENOL DIACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: TESTOSTERONE ENOL DIACETATE(1778-93-4)
• EPA Substance Registry System: TESTOSTERONE ENOL DIACETATE(1778-93-4)

Safety Data

• Hazardous Substances Data: 1778-93-4(Hazardous Substances Data)

Usage

Chemical Properties

Yellowish Solid

Uses

Controlled substance.

InChI:InChI=1/C23H32O4/c1-14(24)26-17-9-11-22(3)16(13-17)5-6-18-19-7-8-21(27-15(2)25)23(19,4)12-10-20(18)22/h5,13,18-21H,6-12H2,1-4H3/t18-,19-,20-,21-,22-,23-/m0/s1

Upstream product

• 58-22-0 testosterone 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 26614-48-2 17β-hydroxy-3-ethoxyandrosta-3,5-diene 
• 1045-69-8 testosterone acetate 
• 127-09-3 sodium acetate 
• 127-08-2 potassium acetate 
• 108-22-5 Isopropenyl acetate 

Downstream Products

• 4223-43-2 androst-4-ene-6β,17β-diol-3-one, 17 acetate 
• 1236-49-3 5α-androstan-17β-acetate 
• 855-55-0 Acetic acid (10R,13S,17S)-6-fluoro-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester 
• 2627-94-3 17β-acetoxy-6β-fluoro-4-androsten-3-one 
• 855-55-0 17β-acetoxy-6α-fluoro-4-androsten-3-one 
• 2352-19-4 androsta-4,6-dien-17β-ol-3-one acetate 
• 981-64-6 (5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-4,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diyl diacetate 
• 58-22-0 testosterone 
• 855-55-0 6β-Fluor-testosteron-acetat 
• 855-55-0 6α-Fluor-testosteronacetat 

Relevant articles and documents

Functionalization of testosterone at position 7 and synthesis of 7-(3-methoxypropyl)-4-androsten-17-ol-3-one

An efficient transformation of the terminal alkene function of 7-allyltestosterone is reported along with the stereospecific synthesis of 7-(3-methoxypropyl)-4-androsten-17-ol-3-one.

First synthesis of separable isomeric testosterone dimers showing differential activities on prostate cancer cells

The synthesis of two separable isomeric testosterone dimers is reported. The dimers are made from testosterone in a 5 step sequence and with 36% overall yield. The key dimerization step was performed using Hoveyda-Grubb's metathesis catalysts on 7α-allyltestosterone with 75% yield. The synthesis led to separable isomeric dimers (trans and cis, 2:1). X-ray diffraction crystallography, performed on monocrystal of the minor isomer, confirms the cis geometry of the double bound between the two testosterone units. MTT assays showed that the cis dimer has the highest activity against prostate cancer cell lines. The novel cis dimer is more active than the antiandrogen cyproterone acetate indicating the possible therapeutic value of this molecule.

Microwave induced selective enolization of steroidal ketones and efficient acetylation of sterols in semisolid state

Under microwave irradiation steroidal enones, more specifically, position three carbonyls were efficiently and selectively converted to the corresponding enol acetates in the presence of additional enolizable carbonyl functions at other positions, using acetic anhydride and a catalytic amount of toluene-p-sulfonic acid. Acetylation of hydroxyl groups of the sterols, including those at the hindered positions, was near quantitative. Strictly anhydrous conditions were not a pre-requisite for acetylation and the reaction system easily tolerated up to 10% (v/v) moisture.