193686-18-9Relevant academic research and scientific papers
Preparation of chiral right-half models of antitumor bistetrahydroisoquinolinequinone natural products
Senbonmatsu, Yuki,Kimura, Shinya,Akiba, Megumi,Ando, Shingo,Saito, Naoki
, p. 1050 - 1067 (2019/07/31)
– The preparation of chiral right-half model compounds of bistetrahydroisoquinolinequinone natural products having a lactam carbonyl group (-)-1 or an aminonitrile group (+)-2 from (-)-14 was presented. The crucial steps of this synthesis include the N-methylation of compound (-)-12 and ring closure to generate (-)-19a without any epimerization at C-2.1
Synthesis 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
Saito, Naoki,Tanitsu, Masa-Aki,Betsui, Tamaki,Suzuki, Rieko,Kubo, Akinori
, p. 1120 - 1129 (2007/10/03)
(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.
