Aqueous phosphoric acid as a mild reagent for deprotection of the t-butoxycarbonyl group

Aqueous phosphoric acid (85 wt%) is an efficient and mild reagent for the deprotection of N-BOC groups. Acid sensitive functionalities including benzyl and methyl esters, TBDMS ether, CBZ and isopropylidene groups are compatible with the reaction conditions. The reactions are high yielding, and the...

Full description

Saved in:
Bibliographic Details
Published inTetrahedron letters Vol. 44; no. 44; pp. 8113 - 8115
Main Authors Li, Bryan, Bemish, Raymond, Buzon, Richard A., Chiu, Charles K.-F., Colgan, Stephen T., Kissel, William, Le, Tung, Leeman, Kyle R., Newell, Lisa, Roth, Joshua
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 27.10.2003
Elsevier
Subjects
BOC
Chemistry
Chemistry, Organic
deprotection
phosphoric acid
Physical Sciences
Science & Technology
deprotection
phosphoric acid
BOC
PROTECTING GROUP
SELECTIVE REMOVAL
Online AccessGet full text

Cover

More Information
Summary:Aqueous phosphoric acid (85 wt%) is an efficient and mild reagent for the deprotection of N-BOC groups. Acid sensitive functionalities including benzyl and methyl esters, TBDMS ether, CBZ and isopropylidene groups are compatible with the reaction conditions. The reactions are high yielding, and the workup is convenient. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2003.09.040