Chemical and Pharmaceutical Bulletin p. 1120 - 1129 (1997)
Update date:2022-08-05
Topics:
Saito, Naoki
Tanitsu, Masa-Aki
Betsui, Tamaki
Suzuki, Rieko
Kubo, Akinori
(Z)-3-(2,4,5-Trimethoxy-3-methylbenzylidene)-1,6-dimethylpiperazine- 2,5-dione (7a) was prepared by a simple regioselective C-monomethylation of (Z)-4-(4-methoxybenzyl)-3-(2,4,5-trimethoxy-3-methylbenzylidene)-1- methylpiperazine-2,5-dione (3) followed by deprotection. Compound 7a was also prepared from (S)-1,4-diacetyl-3-methylpiperazine-2,5-dione (8) and the benzaldehyde derivative (9) in five steps as an optically active form. It was shown to be a useful intermediate for the preparation of novel octahydro- 1,5-imino-3-benzazocin-4,7,10-trione derivatives having a methyl group at the C-2 position, as ABC ring models of saframycins.
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