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Synthese asymetrique de la D(+) amphetamine-14C-7 par l'intermediaire du benzyl-2 methyl-2 dithianne-l,3

✍ Scribed by L. Pichat; J-P. Beaucourt

Publisher
John Wiley and Sons
Year
1976
Tongue
French
Weight
349 KB
Volume
12
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Benzyl chloride‐7‐^14^C is condensed with 2‐lithio 2‐methyl 1,3‐dithianes. Deprotection with cupric chloride‐copper oxide of the resulting 2‐benzyl 2‐methyl 1,3‐dithianes leads to 1‐phenyl‐2‐propanone‐1‐^14^C. The latter with L(‐)α‐methylbenzylamine in presence of molecuLar sieve gives rise to (‐)N‐(α‐phen‐ethyl)phenylisopropylimine which is catalytically reduced into the corresponding amine. Hydrogenolysis of this amine gives D(+) amphetamine‐7‐^14^C isolated as the sulfate with an overall yield of 10 % based on benzoic acid‐7‐^14^C specific activity: 27 mCi/mM.

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