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Synthesis of hexadeuterated hexestrol (R, S)-3,4-di-(4-hydroxyphenyl)hexane-1,1,1,6,6,6-2H6

✍ Scribed by P. J. de Clercq; J. M. Hoflack; L. A. van Royen; C. H. van Peteghem

Publisher: John Wiley and Sons
Year: 1985
Tongue: French
Weight: 164 KB
Volume: 22
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580221012

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✦ Synopsis

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 labelling, isotope dilution gas chromatography /mass spectrometry.

RESULTS AND DISCUSSION

In a previous communication we described the 3-step synthesis o f hexadeuterated diethylstilbestrol (4) starting from 1 -(4-methoxypheny1)propan-1 -one-3.3 ,3-2H3 (1)' . The route O To whom all correspondence should be sent.

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