Synthesis of (±)-phthalascidin 622

…, A Sylvain, B Benjamin, A Marta, PR Stephane…

Index: Christian, R. Razafindrabe; Sylvain, Aubry; Benjamin, Bourdon; Marta, Andriantsiferana; Stephane, Pellet-Rostaing; Marc, Lemaire Science China Chemistry, 2010 , vol. 53, # 9 p. 1888 - 1898

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Abstract

Abstract A synthesis of functionalized phenolic α-amino-alcohols (±)-8 and (±)-16 as synthetic precursors of the catechol tetrahydroisoquinoline structure of phthalascidin 650 was disclosed.(±)-8 was prepared in 5 steps from the commercially available sesamol. Starting from 3-methyl catechol 5, 8 steps gave rise to the synthesis of phenolic α-amino- alcohol (±)-16 in 27% overall yield. This synthetic strategy involved the elaboration of fully ...