Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
A Practical Synthesis of the ABC Ring Model of Ecteinascidins
Naoki SAITO, Masashi TACHI, Ryu-ichi SEKI, Hiroshi KAMAYACHI, Akinori KUBO
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Keywords: ecteinascidin, safracin, synthesis, Baeyer-Villiger oxidation, regioselectivity
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2000 Volume 48 Issue 10 Pages 1549-1557

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Abstract
A practical synthesis of 1, 2, 3, 4, 5, 6-hexahydro-1, 5-imino-10-hydroxy-9-methoxy-3, 8, 11-trimethyl-3-benzazocin-4-one (3) as an ABC ring model compound of ecteinascidin 743 and safracins from 3-hydroxy-4-methoxy-5-methylbenzaldehyde (7) is described. The overall yield in 15 steps is 27%.
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© The Pharmaceutical Society of Japan
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