Synthesis and 1H and 13C nuclear magnetic resonance of 16-methylene-17 alpha-hydroxypregna-1,4,9(11)-triene-3,20-dione.
A three-step synthesis of 16-methylene-17 alpha-hydroxypregna-1,4,9(11)- triene-3,20-dione, which has been previously obtained by microbial transformation, was achieved from 3 beta-hydroxy-16 alpha, 17-epoxy-16 beta-methyl-5 alpha-pregn-9(11)-en-20-one in an overall yield of 35%. All compounds involved in the process were characterized spectroscopically and their 13C NMR shielding effects are briefly discussed.
García-Martínez
C
C
Departamento de Química Orgánica, Centro de Investigación, Científica de Yucatán A.C., México.
Reyes-López
J
J
Joseph-Nathan
P
P
D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011281:Pregnatrienes / Q000138:chemical synthesis* / Q000737:chemistry
D011281:Pregnatrienes; C083896:16-methylene-17-hydroxypregna-1,4,9(11)-triene-3,20-dione