ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Synthesis and Structural Elucidation of 19-Nor-pregnane Derivatives with Nitrogen-Containing Four-Membered Rings in 14,15-PositionThe introduction of a C2 side chain in the 17-position of 3-methoxy-14β, 15β-(3′,4′-azetidine)-estra-1,3,5(10)-trien-17β-ol (1) is described. Hydroboration of the 17-ethylidene compound 4 gives a mixture of the 17αH and 17α-pregnane derivatives 6 and 6a in 70% and 10% yields, respectively. Birch reaction of 6, followed by oxidation yields the 14β,15β-(3′,4′-azetidine)-19-nor-pregn-4-ene-3,20-dione (12). The new compounds were characterized by 1H-n.m.r. The structure of product 13 was determined by X-ray crystallography.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19893310310
