16934-48-8

Basic information

• Product Name: (Z/E)-3β-Acetoxypregna-5,17(20)-dien-21-al
• Synonyms: (Z/E)-3β-Acetoxypregna-5,17(20)-dien-21-al
• CAS NO: 16934-48-8
• Molecular Weight: 356.505
• Mol File: 16934-48-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (Z/E)-3β-Acetoxypregna-5,17(20)-dien-21-al(CAS DataBase Reference)
• NIST Chemistry Reference: (Z/E)-3β-Acetoxypregna-5,17(20)-dien-21-al(16934-48-8)
• EPA Substance Registry System: (Z/E)-3β-Acetoxypregna-5,17(20)-dien-21-al(16934-48-8)

Safety Data

• Hazardous Substances Data: 16934-48-8(Hazardous Substances Data)

Upstream product

• 115375-60-5 3β-acetoxyandrosta-5,16-dien-17-yl trifluoromethanesulphonate 
• 109-92-2 ethyl vinyl ether 

Relevant articles and documents

Δ16-20-Ketosteroids by C2-Elongation from Δ16-17-Substituted Steroids

Reactions of corticoid precursor steroids with a Δ16-double bond and iodine, trimethylsilyl, tributylstannyl or trifluoromethanesulfonyloxy groups in 17-position were studied with the aim of introducing an acyl substituent in 17-position.Starting with the 17-trimethylsilyl compounds, using acyl chlorides and AlCl3 as a catalyst, a mixture of chlorinated compounds were obtained, among others.Better results gave palladium-catalyzed reactions, such as the cross-coupling of 17-tributylstannyl compounds with acyl chlorides or the substitution of the 17-iodides or the 17-triflates by vinyl ethers.In the reaction of the 17-iodides, different protecting groups are tolerated; thus this method is of general use.No Δ16-17-triflates were obtained by the reaction of androsta-4-ene-3,17-dione or androsta-1,4-diene-3,17-dione with trifluoromethanesulfonyl anhydride.This is a limitation of the triflate method, which in the other cases gives the best yields (>80percent).