Abstract
ω-(N-Maleimido)alkanoic acid hydrazides (6a-c) with C11, C7 and C5 alkyl arms have been synthesized by novel method. The method involves the reaction between maleic anhydride and ω-aminoalkanoic acids (2) to get maleamic acids (3) which are in turn cyclized to ω-(N̄-maleimido)alkanoic acids (4) using fused sodium acetate and acetic anhydride. These maleimidoalkanoic acids are activated and then converted in situ into their N-2-t-butyloxycarbonyl hydrazides (5) from which the t-butyl-based protecting group is cleaved without damage to the maleimide molety to obtain the title compounds.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 184-186 |
| Number of pages | 3 |
| Journal | Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry |
| Volume | 35 |
| Issue number | 3 |
| State | Published - Mar 1996 |
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All Science Journal Classification (ASJC) codes
- Organic Chemistry
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Synthesis of heterobifunctional crosslinking reagents : ω-(N-Maleimido)-alkanoic acid hydrazides. / Ambekar, Sarvottam Y.; Gowda, Channe.
In: Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, Vol. 35, No. 3, 03.1996, p. 184-186.Research output: Contribution to journal › Article
TY - JOUR
T1 - Synthesis of heterobifunctional crosslinking reagents
T2 - ω-(N-Maleimido)-alkanoic acid hydrazides
AU - Ambekar, Sarvottam Y.
AU - Gowda, Channe
PY - 1996/3
Y1 - 1996/3
N2 - ω-(N-Maleimido)alkanoic acid hydrazides (6a-c) with C11, C7 and C5 alkyl arms have been synthesized by novel method. The method involves the reaction between maleic anhydride and ω-aminoalkanoic acids (2) to get maleamic acids (3) which are in turn cyclized to ω-(N̄-maleimido)alkanoic acids (4) using fused sodium acetate and acetic anhydride. These maleimidoalkanoic acids are activated and then converted in situ into their N-2-t-butyloxycarbonyl hydrazides (5) from which the t-butyl-based protecting group is cleaved without damage to the maleimide molety to obtain the title compounds.
AB - ω-(N-Maleimido)alkanoic acid hydrazides (6a-c) with C11, C7 and C5 alkyl arms have been synthesized by novel method. The method involves the reaction between maleic anhydride and ω-aminoalkanoic acids (2) to get maleamic acids (3) which are in turn cyclized to ω-(N̄-maleimido)alkanoic acids (4) using fused sodium acetate and acetic anhydride. These maleimidoalkanoic acids are activated and then converted in situ into their N-2-t-butyloxycarbonyl hydrazides (5) from which the t-butyl-based protecting group is cleaved without damage to the maleimide molety to obtain the title compounds.
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M3 - Article
VL - 35
SP - 184
EP - 186
JO - Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry
JF - Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry
SN - 0376-4699
IS - 3
ER -