Catalytic polymer-supported potassium thiophenolate in methanol as a method for the removal of ester, amide, and thioacetate protecting groups

RN MacCoss, DJ Henry, CT Brain, SV Ley

Index: MacCoss, Rachel N.; Henry, Dara J.; Brain, Christopher T.; Ley, Steven V. Synlett, 2004 , # 4 p. 675 - 678

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Citation Number: 11

Abstract

The facile method [5] described in this paper required stirring a catalytic amount of thiophenolate resin [6] 1 with the protected compound in a 1:1 mixture of THF and either methanol or ethylene glycol. When the deprotection is complete, the resin can be removed by filtration and washed with THF. The product [7] can then be obtained by drying the combined washings in vacuo. Neither column chromatography nor aqueous work-up is necessary to afford clean products.