The chemical synthesis of double labelled mevalonolactone with carbon l a c at positions C-4 and C-6 is reported.
Synthesis of mevalonolactone-2,3-13C2
✍ Scribed by Joseph I. Degraw; Ieaki Uemura
- Publisher
- John Wiley and Sons
- Year
- 1979
- Tongue
- French
- Weight
- 115 KB
- Volume
- 16
- Category
- Article
- ISSN
- 0022-2135
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
The synthesis of mevalonolactone with ^13^C‐labels at positions 2 and 3 is reported. Hydrolysis of methyl 3‐hydroxy‐3‐methyl‐5,5‐dimethoxy‐valerate‐2,3‐^13^C~2~ to the aldehydo acid followed by reduction with sodium borohydride yielded the title compound. The material is useful as a substrate in biosynthetic studies using ^13^C‐NMR as an analytical tool.
📜 SIMILAR VOLUMES
The total synthesis of the title compound from pyruvic aldehyde dimethyl acetal and ethyl [Z-lfClacetate is reported.
## Abstract Condensation between 1‐trimethylsilyloxy‐3‐butanone and trimethylsilyl __[2‐^14^C]__acetate gave (±) [2‐^14^C]mevalonolactone in one step.
MEVALONOLACTONE (14c,5) e t ( RS) MEVALONOLACTONE ( I 4 c -5 ) . Bernard ROUSSEAU, Jean-Pierre BEAUCOURT, Louis PICHAT\* S e r v i c e des Molecules Marquees -CEN-SACLAY -F. 91191 GIF-SUR-YVETTE Cedex Three new routes t 3 (RS) mvalonolactone s u i t a b l e for the double labeling w i t h i s o t
## Abstract The first synthesis of doubly labeled, [2‐^13^C, 4‐^13^C]‐(2__R__,3__S__)‐catechin 15 and [2‐^13^C, 4‐^13^C]‐(__2R__,3__R__)‐epicatechin 18 starting from labeled 2‐hydroxy‐4, 6‐bis(benzyloxy)acetophenone 3 and labeled 3, 4‐bis(benzyloxy)‐benzaldehyde 7 are described. Copyright © 2010 Jo