A convenient and scaleable procedure for removing the Fmoc group in solution

An improved and simple reagent system was developed to facilitate solution-phase deprotection of Fmoc-protected amines. Catalytic DBU in the presence of an aliphatic or polymer-supported thiol rapidly removed the Fmoc group to provide the amine free base in excellent yields and purity on multi-gram...

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Bibliographic Details
Published inTetrahedron letters Vol. 41; no. 28; pp. 5329 - 5333
Main Authors Sheppeck, James E, Kar, Heidi, Hong, Hui
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 08.07.2000
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
polymer support
protecting groups
Science & Technology
supported reagents/reaction
thiols
protecting groups
thiols
supported reagents/reaction
polymer support
REAGENTS
ACIDS
PURIFICATION
DEPROTECTION
AMINO-PROTECTING GROUP
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Summary:An improved and simple reagent system was developed to facilitate solution-phase deprotection of Fmoc-protected amines. Catalytic DBU in the presence of an aliphatic or polymer-supported thiol rapidly removed the Fmoc group to provide the amine free base in excellent yields and purity on multi-gram scale.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(00)00853-4