## Abstract Electrochemical deoxygenation of methyl 7‐keto‐lithocholate using deuterated reagents, followed by base hydrolysis is shown to give [7,7‐^2^H~2~] lithocholic acid in 60% overall yield and 86% ^2^H~2~ isotopic purity.
Synthesis of [7,7-2H2]epibrassinolide
✍ Scribed by Vladimir A. Khripach; Natalya B. Khripach; Vladimir N. Zhabinskii; Yuliya Y. Zhiburtovich; Bernd Schneider; Aede de Groot
- Publisher
- John Wiley and Sons
- Year
- 2007
- Tongue
- French
- Weight
- 121 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
Synthesis of labelled epibrassinolide containing two deuterium atoms in a position which is not subjected to isotopic exchange is reported. Key transformations include preparation of 6,7‐seco steroidal diacid, its cyclization to a cyclic anhydride followed by a regioselective reduction with NaBD~4~. The obtained [7,7‐^2^H~2~]epibrassinolide can be used in biochemical experiments when the loss of isotopic label should be avoided. Copyright © 2007 John Wiley & Sons, Ltd.
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## Abstract The preparation of 21‐diazoprogesterone‐6,7‐^3^H~2~ is described. Progesterone was dehydrogenated with chloranil to give Δ^6^‐dehydroprogesterone. Degradation of the pregnane side‐chain with sodium hypobromite gave the corresponding carboxylic acid. Catalytic reduction with carrier‐free