Steroids

Synthesis of deuterium labeled NMDA receptor inhibitor–20-Oxo-5β-[9, 12, 12-2 H 3] pregnan-3α-yl-l-glutamyl 1-ester

V Kapras, A Slavickova, E Stastna, L Vyklicky, K Vales…

Index: Kapras, Vojtech; Slavickova, Alena; Stastna, Eva; Vyklicky Jr., Ladislav; Vales, Karel; Chodounska, Hana Steroids, 2012 , vol. 77, # 3 p. 282 - 287

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Citation Number: 2

Abstract

20-Oxo-5β-[9, 12, 12-2H3] pregnan-3α-yl-l-glutamyl 1-ester 11 was synthesized as an internal standard for quantification of a neuroprotective NMDA receptor ligand, 20-oxo-5β- pregnan-3α-yl-l-glutamyl 1-ester 18 and its metabolites, in plasma and tissue. 11α-Hydroxy- progesterone (1) was reduced under basic conditions to yield the corresponding 5β-steroid. Protection of the 3-and 20-oxo groups and oxidation of the 11α-hydroxy group was then ...