Synthesis of Ecteinascidin 743 Analogues from Cyanosafracin B: Isolation of a Kinetically Stable Quinoneimine Tautomer of a 5‐Hydroxyindole | Zendy

Ceballos Plácido A. | Zendy; Pérez Marta | Zendy; Cuevas Carmen | Zendy; Francesch Andrés | Zendy; Manzanares Ignacio | Zendy; Echavarren Antonio M. | Zendy

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Synthesis of Ecteinascidin 743 Analogues from Cyanosafracin B: Isolation of a Kinetically Stable Quinoneimine Tautomer of a 5‐Hydroxyindole

Author(s) -

Ceballos Plácido A.,

Pérez Marta,

Cuevas Carmen,

Francesch Andrés,

Manzanares Ignacio,

Echavarren Antonio M.

Publication year - 2006

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200500882

Subject(s) - tautomer , chemistry , stereochemistry , amidine , medicinal chemistry

Phthalimido derivatives of cyanosafracin B have been synthesized as analogues of the antitumor agent ecteinascidin 743. As part of this study, a quinoneimine has been prepared, which is a kinetically stable tautomer of a 5‐hydroxyindole. This quinoneimine tautomer is stable under acidic and mild basic conditions. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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