A synthesis of succinimides and glutarimides from cyclic anhydrides

Tadashi Kometani; Tony Fitz; David S. Watt

doi:10.1016/S0040-4039(00)84137-4

A synthesis of succinimides and glutarimides from cyclic anhydrides

Tadashi Kometani, Tony Fitz, David S. Watt

Molecular and Cellular Biochemistry

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18 Scopus citations

Abstract

The transformation of cyclic anhydrides to their corresponding imides involves a mild three-step sequence: (1) reaction with a primary amine, (2) conversion of the intermediate monoamide to an N-hydroxysuccinimidyl ester using N,N′-disuccinimidyl oxalate (DSO), and (3) cyclization by heating the NHS ester in trichloroethylene in the presence of 4-(dimethylamino)pyridine.

Original language	English
Pages (from-to)	919-922
Number of pages	4
Journal	Tetrahedron Letters
Volume	27
Issue number	8
DOIs	https://doi.org/10.1016/S0040-4039(00)84137-4
State	Published - 1986

Bibliographical note

Funding Information:
Acknowledgement. We thank the National Institutes of Health (HD 20780) for their generous financial support and the Midwest Center for Mass Spectrometry for exact mass determinations.

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "A synthesis of succinimides and glutarimides from cyclic anhydrides",

abstract = "The transformation of cyclic anhydrides to their corresponding imides involves a mild three-step sequence: (1) reaction with a primary amine, (2) conversion of the intermediate monoamide to an N-hydroxysuccinimidyl ester using N,N′-disuccinimidyl oxalate (DSO), and (3) cyclization by heating the NHS ester in trichloroethylene in the presence of 4-(dimethylamino)pyridine.",

author = "Tadashi Kometani and Tony Fitz and Watt, {David S.}",

note = "Funding Information: Acknowledgement. We thank the National Institutes of Health (HD 20780) for their generous financial support and the Midwest Center for Mass Spectrometry for exact mass determinations.",

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T1 - A synthesis of succinimides and glutarimides from cyclic anhydrides

AU - Kometani, Tadashi

AU - Fitz, Tony

AU - Watt, David S.

N1 - Funding Information: Acknowledgement. We thank the National Institutes of Health (HD 20780) for their generous financial support and the Midwest Center for Mass Spectrometry for exact mass determinations.

PY - 1986

Y1 - 1986

N2 - The transformation of cyclic anhydrides to their corresponding imides involves a mild three-step sequence: (1) reaction with a primary amine, (2) conversion of the intermediate monoamide to an N-hydroxysuccinimidyl ester using N,N′-disuccinimidyl oxalate (DSO), and (3) cyclization by heating the NHS ester in trichloroethylene in the presence of 4-(dimethylamino)pyridine.

AB - The transformation of cyclic anhydrides to their corresponding imides involves a mild three-step sequence: (1) reaction with a primary amine, (2) conversion of the intermediate monoamide to an N-hydroxysuccinimidyl ester using N,N′-disuccinimidyl oxalate (DSO), and (3) cyclization by heating the NHS ester in trichloroethylene in the presence of 4-(dimethylamino)pyridine.

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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ER -

A synthesis of succinimides and glutarimides from cyclic anhydrides

Abstract

Bibliographical note

ASJC Scopus subject areas

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