A simple chemical method for synthesizing malonyl hemiesters of 21-hydroxypregnanes, potential intermediates in cardenolide biosynthesis

Add time:07/18/2019    Source:sciencedirect.com

A simple and versatile method for the chemical synthesis of 21-hydroxypregnane 21-O-malonyl hemiesters which may be important intermediates of cardenolide biosynthesis is described. Starting from commercial β-methyldigitoxin, acid hydrolysis followed by 3β-O-acetylation and ozonolysis with reductive cleavage of the ozonides afforded 3β-acetoxy-5β-pregnane-14β,21-diol-20-one which was finally converted into the target compound by treatment with malonyl chloride. The malonylation protocol was optimized using deoxycorticosterone (DOC) as the pregnane educt.

We also recommend Trading Suppliers and Manufacturers of (3β,5β)-Tetrahydro 11-Deoxycorticosterone 21-Acetate (cas 10147-45-2). Pls Click Website Link as below: cas 10147-45-2 suppliers

Prev:Biotransformation of 21-O-acetyl-deoxycorticosterone by cell suspension cultures of Digitalis lanata (strain W.1.4)
Next:Quantification of urinary 3α,21-dihydroxy-5β-pregnan-20-one and 5-pregnene-3β, 20α-diol by mass fragmentography)