Preparation process of ginkgolide B from ginkgolide C

Details Preparation process of ginkgolide B from ginkgolide C Preparation process of ginkgolide B from ginkgolide C

1994-08-04

1997-02-04

Ivy, C. Warren

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D30793

Patent

active

055999506

ABSTRACT:
A two-step process for converting ginkgolide C into ginkgolide B is disclosed. In the first step, ginkgolide C is reacted with a sulfonic anhydride to obtain a C-7 sulfonate of ginkgolide C. In the second step, the C-7 sulfonate of ginkgolide C is reacted with a borohydride, and this reaction eliminates the C-7 radical of the C-7 sulfonate of ginkgolide C, thus producing ginkgolide B.

REFERENCES:
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patent: 5241084 (1993-08-01), Teng
Morrison et al, "Organic Chemistry", 3rd edition, pp. 658-659, p. 527, 1981.
P. Braquet, Ginkgolides --Chemistry, Biology, Pharmacology and Clinical Perspectives,-1988-pp. XV, XVI, XVII.
Weinges K. et al. "Isolierung and Strukturaufklarung eines neuen Ginkgolids", Liebigs Ann Chem (1987), pp. 521-526.
Okabe et al. J. Chem. Soc. (c), 1967, vol. (21), pp. 2201-2206.
K. Weinges et al, "Herstellung von Ginkgolid B. aus Ginkgolid C", Liebigs Annalen Der Chemie, No. 1, Jan. 1991, pp. 81-83.

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