Efficient Synthesis of (R)-6 Benzyloxycarbonylamino-1-methyl-4 (3-methylbenzyl) hexahydro-1, 4-diazepine. I.

H Harada, T Morie, S Kato

Index: Harada, Hiroshi; Morie, Toshiya; Kato, Shiro Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 7 p. 1160 - 1164

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Citation Number: 3

Abstract

An efficient and practical method for large scale synthesis of (R)-6-benzyloxycarbonylamino- 1-methyl-4-(3-methylbenzyl) hexahydro-1, 4-diazepine (R-3), which is a key intermediate in the synthesis of DAT-582, a potent and selective serotonin-3 receptor antagonist, is described. The precursor of R-3, the (S)-2, 3-diaminopropylaminoacetate S-5, was obtained from the chiral triaminopropane derivative R-19. Nucleophilic reaction of the chiral ...