Synthesis of 3β‐Hydroxy[21‐14C]‐5β‐pregn‐8(14)‐en‐20‐one from Chenodeoxycholic Acid
- 10 December 1986
- journal article
- research article
- Published by Wiley in Helvetica Chimica Acta
- Vol. 69 (8) , 1844-1850
- https://doi.org/10.1002/hlca.19860690810
Abstract
3β‐Hydroxy[21‐14C]5β‐pregn‐8(14)‐en‐20‐one (17) was prepared from chenodeoxycholic acid (1a). The synthetic sequence involved: (i) degradation of the bile‐acid side chain to an etianic acid; (ii) formation of the 8(14)‐double bond; (iii) inversion of the configuration at C(3); (iv) construction of the acetyl side chain at C(17) with the required isotopic label at C(21). Structures of all described products were confirmed by chemical and spectroscopic (IR, 1H‐NMR, 13C‐NMR, MS) methods.This publication has 19 references indexed in Scilit:
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