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Protection of primary amines as N-substituted 2,5-dimethylpyrroles

โœ Scribed by Bruekelman, Stephen P.; Leach, Susan E.; Meakins, G. Denis; Tirel, Malcolm D.

Book ID
120022053
Publisher
Royal Society of Chemistry
Year
1984
Weight
917 KB
Category
Article
ISSN
1472-7781

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Diprotection of primary amines as N-subs
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Primary amines are diprotected as their 2,5-bis[(triisopropylsilyl)oxy]pyrrole derivatives (BIPSOP). This protecting group is stable to strong bases such as organolithiums and alkoxides at 0 ยฐC and to temperatures up to about 150 ยฐC. Removal may be accomplished by a mild two step sequence.