1100-17-0

Usage

Uses

Used in Pharmaceutical Industry:
6-methylenetestosterone acetate is used as a therapeutic agent for the treatment of androgen deficiency in men, due to its ability to promote muscle growth and protein synthesis.
Used in Sports and Bodybuilding:
6-methylenetestosterone acetate is used as a performance-enhancing drug by athletes and bodybuilders for its anabolic properties, despite the potential health risks and legal restrictions associated with its use.
Used in Research:
6-methylenetestosterone acetate is used as a research compound to study the effects of androgens on muscle growth, protein synthesis, and other physiological processes, contributing to the development of safer and more effective treatments for androgen deficiency and related conditions.

InChI:InChI=1/C22H30O3/c1-13-11-16-17-5-6-20(25-14(2)23)22(17,4)10-8-18(16)21(3)9-7-15(24)12-19(13)21/h12,16-18,20H,1,5-11H2,2-4H3/t16-,17-,18-,20-,21+,22-/m0/s1

Upstream product

• 462-95-3 formaldehyde diethyl acetal 
• 1045-69-8 testosterone acetate 
• 108-24-7 acetic anhydride 
• 3347-73-7 17β-hydroxy-6-methyleneandrosta-4-ene-3-one 
• 6014-58-0 3-Methoxy-17β-acetoxy-androsta-3,5-dien 
• 5490-78-8 17β-Acetoxy-6-formyl-3-methoxy-androsta-3,5-dien 
• 97014-01-2 3-Benzoyloxy-17β-acetoxy-6-hydroxymethyl-testadien-(3,5) 
• 96458-37-6 3-Ethoxy-17β-acetoxy-6-hydroxymethyl-testadien-(3,5) 
• 106620-48-8 17β-Acetoxy-6-hydroxymethyl-3-methoxy-androsta-3,5-dien 
• 96269-37-3 3-Benzyloxy-17β-acetoxy-6-formyl-testadien-(3,5) 
• 89207-64-7 3-Aethoxy-17β-acetoxy-6-formyl-testadien-(3,5) 
• 52091-98-2 17β-acetoxy-3-ethoxy-androsta-3,5-diene 

Relevant academic research and scientific papers

1,2-Dehydrogenation of steroidal 6-methylen derivatives. Synthesis of exemestane

The development of an efficient dehydration method of steroidal 4-en-3-ones by using chloranil and BSTFA in the presence of triflic acid in refluxing toluene allowed us, starting from testosterone, to set a large-scale procedure for the synthesis of the anti-cancer drug exemestane in 70% overall yield.

Process for preparing 6-methylene steroids

A process for preparing a 6-methylene-Δ4 -3-keto steroid of the formula STR1 wherein R is hydrogen, alkoxy of up to 6 carbon atoms or acyloxy of up to 6 carbon atoms wherein the acyl group is that of a carboxylic acid, and R' is the CD-ring system of a steroid of the androstane or pregnane series, comprising reacting the corresponding Δ4 -3-keto steroid of the formula STR2 with a formaldehyde derivative of the formula wherein n is 1, 3 or an integer on the order of 100-1000, and X is C1-5 alkoxy and Y is C1-5 alkyl when n is 1, X and Y represent a single bond between the terminal C atom and the terminal O atom when n is 3, and X is hydroxy and Y is hydrogen when n is an integer on the order of 100-1000, in an inert solvent in the presence of a condensation agent which is a strong acid a strongly acidic cation exchanger or a phosphoric acid derivative.