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Synthesis of hexadeuterated diethylstilbestrol ([1,1,1,6,6,6-d6]-E-3,4-di-(4-hydroxyphenyl)-hex-3-ene)

✍ Scribed by Gijsbert Zomer; Henk J. G. M. Derks; Hans Wynberg

Publisher
John Wiley and Sons
Year
1983
Tongue
French
Weight
184 KB
Volume
20
Category
Article
ISSN
0022-2135

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✦ Synopsis

d61-E-3,4-di-(4-hydroxyphenyl)-hex-3-ene was s y nt h e s i z e d from [1,?,1-d31-4-methoxypropiophenone by r e d u c t i v e coup l i n g . The p r e p a r a t i o n o f [1,1,1-d31-4-methoxypropiophenone i nv o l v e d r e a c t i o n o f p -a n i s o y l c h l o r i d e w i t h p e r d e u t e r a t e d d i e t h y lcadmium f o l l o w e d by b a c k -e x c h a n g e o f t h e a l p h a p r o t o n s . I n t r o d u c t i o n D i e t h y l s t i l b e s t r o l (DES) i s a n a n a b o l i c d r u g w h i c h c a n b e u s e d t o i m p r o v e t h e g r o w t h r a t e and t h e f e e d c o n v e r s i o n e f f i c i e nc y o f a n i m a l s i n l i v e s t o c k b r e e d i n g .

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