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Synlett 2001; 2001(7): 1146-1148
DOI: 10.1055/s-2001-15136
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Bromine in Methanol: An Efficient Reagent for the Deprotection of the tert-Butyldiphenylsilyl Group

M. Teresa Barros* , Christopher D. Maycock, Christine Thomassigny
  • *Departamento de Quimica, Faculdade de Ciências e Tecnologia, Universidade Nova de Lisboa, P-2825-114 Caparica, Portugal; Fax + 351 295 44 61; E-mail: mtbarros@dq.fct.unl.pt
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Publication Date:
31 December 2001 (online)

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A selective reagent for the deprotection of a tert-butyl-diphenylsilyl (TBDPS) ether in the presence of other protecting groups, using a solution of bromine in methanol under reflux is presented. By extension, this reagent has been introduced for the deprotection of TBDPS amines and esters and has also shown good selectivity in the removal of a TBDMS ether in the presence of a TBDPS one.

tert-butyldiphenylsilyl (deprotection of) - TBDPS - silyl ether - silylamine - silyl ester