Synthesis of a homotrifunctional conjugation reagent based on maleimide chemistry

Omar K. Farha; Richard L. Julius; M. Frederick Hawthorne

doi:10.1016/j.tetlet.2006.02.032

Synthesis of a homotrifunctional conjugation reagent based on maleimide chemistry

Omar K. Farha, Richard L. Julius, M. Frederick Hawthorne^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

A novel homotrifunctional conjugation reagent, 1,3,5-tris-(N- maleimidomethyl)benzene has been synthesized in high yield with minimum purification. The reactivity of this compound was examined by using l-cysteine as a nucleophile.

Original language	English (US)
Pages (from-to)	2619-2622
Number of pages	4
Journal	Tetrahedron Letters
Volume	47
Issue number	15
DOIs	https://doi.org/10.1016/j.tetlet.2006.02.032
State	Published - Apr 10 2006

Keywords

1,3,5-Tris(hydroxymethyl)benzene
1,3,5-Tris-(N- maleimidomethyl)benzene
Cysteine
Diels-Alder
Homotrifunctional conjugation reagent
Maleimide
Mitsunobu
Thiol

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2006.02.032

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title = "Synthesis of a homotrifunctional conjugation reagent based on maleimide chemistry",

abstract = "A novel homotrifunctional conjugation reagent, 1,3,5-tris-(N- maleimidomethyl)benzene has been synthesized in high yield with minimum purification. The reactivity of this compound was examined by using l-cysteine as a nucleophile.",

keywords = "1,3,5-Tris(hydroxymethyl)benzene, 1,3,5-Tris-(N- maleimidomethyl)benzene, Cysteine, Diels-Alder, Homotrifunctional conjugation reagent, Maleimide, Mitsunobu, Thiol",

author = "Farha, {Omar K.} and Julius, {Richard L.} and Hawthorne, {M. Frederick}",

note = "Funding Information: The authors thank the National Science Foundation for their support of this research (CHE: 0515928 and CHE: 0111718), and a National Science Foundation-Graduate Research Fellowship for O.K.F. We would also like to thank Dr. Mark W. Lee for his helpful suggestions. Copyright: Copyright 2008 Elsevier B.V., All rights reserved.",

year = "2006",

month = apr,

day = "10",

doi = "10.1016/j.tetlet.2006.02.032",

language = "English (US)",

volume = "47",

pages = "2619--2622",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "15",

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TY - JOUR

T1 - Synthesis of a homotrifunctional conjugation reagent based on maleimide chemistry

AU - Farha, Omar K.

AU - Julius, Richard L.

AU - Hawthorne, M. Frederick

N1 - Funding Information: The authors thank the National Science Foundation for their support of this research (CHE: 0515928 and CHE: 0111718), and a National Science Foundation-Graduate Research Fellowship for O.K.F. We would also like to thank Dr. Mark W. Lee for his helpful suggestions. Copyright: Copyright 2008 Elsevier B.V., All rights reserved.

PY - 2006/4/10

Y1 - 2006/4/10

N2 - A novel homotrifunctional conjugation reagent, 1,3,5-tris-(N- maleimidomethyl)benzene has been synthesized in high yield with minimum purification. The reactivity of this compound was examined by using l-cysteine as a nucleophile.

AB - A novel homotrifunctional conjugation reagent, 1,3,5-tris-(N- maleimidomethyl)benzene has been synthesized in high yield with minimum purification. The reactivity of this compound was examined by using l-cysteine as a nucleophile.

KW - 1,3,5-Tris(hydroxymethyl)benzene

KW - 1,3,5-Tris-(N- maleimidomethyl)benzene

KW - Cysteine

KW - Diels-Alder

KW - Homotrifunctional conjugation reagent

KW - Maleimide

KW - Mitsunobu

KW - Thiol

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U2 - 10.1016/j.tetlet.2006.02.032

DO - 10.1016/j.tetlet.2006.02.032

M3 - Article

AN - SCOPUS:33644896787

SN - 0040-4039

VL - 47

SP - 2619

EP - 2622

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 15

ER -

Synthesis of a homotrifunctional conjugation reagent based on maleimide chemistry

Abstract

Keywords

ASJC Scopus subject areas

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