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A new route to [5α,6α-3H]androst-16-en-3-one

✍ Scribed by J. Rómer; H. Wagner

Publisher
John Wiley and Sons
Year
1987
Tongue
French
Weight
175 KB
Volume
24
Category
Article
ISSN
0022-2135

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✦ Synopsis

P r e v i o u s l y , we had s u c e s s f u l l y s y n t h e s i z e d [ 5a. 6a-HIandrost-16-en-3-one

(3) from 3B-acetoxy-androst-5-en-17-0ne (1) i n f i v e s t e p s 121. After c a t a l y t i c hydrogenation of t h e 5-double bond of (1) w i t h T2 t h e corresponding 17-tosylhydrazone had to be p r e p a r e d a n d t r e a t e d with methyl lithium u n d e r p r e c i s e exclusion of a i r a n d moisture [ 3 ] .

[5a. 6a-Hl Androst-16-en-38-01 (z) was formed. Jones oxidation [ 4 ] then gave t h e d e s i r e d RIA t r a c e r (2) w i t h specific a c t i v i t i e s >20 Ci/mmol. 3

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