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Synthesis of di-, tetra, and hexadeuterated 11-octadecenoates

✍ Scribed by W. J. Dejarlais; E. A. Emken


Book ID
102371695
Publisher
John Wiley and Sons
Year
1978
Tongue
French
Weight
353 KB
Volume
15
Category
Article
ISSN
0022-2135

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✦ Synopsis


Methyl esters of 11-octadecenoic-15 ,l6-d2, -15,lS ,16,16-d4, and -1O,lO, 15,15,16,16-d prepared by Wittig synthesis from intediates derived fran ll-bmmomdecmoic acid and 7-chloro-3-heptyne. Ihe dideuterated acid was prepared by partial hydrogenation of the heptyne f o l l d by saturation with deuteriun to l-chloroheptane-4,5-d2 for Wittig synthesis. Saturation of the heptyne w i t h deuterim provided the Wittig intermediate for tetradeuterated acids. The hexadeuterated acids were prepared frcm tetradeuterated alkyl halide and 10-formyldecanoate-10,10-d2. a ~l d s were


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Synthesis of hexadeuterated hexestrol (R
✍ P. J. de Clercq; J. M. Hoflack; L. A. van Royen; C. H. van Peteghem πŸ“‚ Article πŸ“… 1985 πŸ› John Wiley and Sons 🌐 French βš– 164 KB πŸ‘ 1 views

A short and stereoselective synthesis o f hexadeuterated hexest r o l is described, involving catalytic hydrogenation o f -2-3,4-di-(4-methoxyphenyl) hex-3-ene-l , 1,1,6,6,6-H6 followed by demethylation using sodium thioethoxide in dimethyl formamide. 2 KEY WORDS : 'H6-hexestrol, deuterium labellin