A practical synthesis of the ABC ring model of ecteinascidins.
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%.
Saito
N
N
Meiji Pharmaceutical University, Tokyo, Japan.
Tachi
M
M
Seki
R
R
Kamayachi
H
H
Kubo
A
A
D004149:Dioxoles / Q000138:chemical synthesis* / Q000737:chemistry; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D013057:Spectrum Analysis; D044005:Tetrahydroisoquinolines; D000077606:Trabectedin
D004149:Dioxoles; D007546:Isoquinolines; D044005:Tetrahydroisoquinolines; D000077606:Trabectedin