Synthesis of 2-((2-(4-(Benzyloxy)-4-oxobutanamido)ethyl)dimethylammonio)propane-1-sulfonate and 2-((2-(5-(Benzyloxy)-5-oxopentanamido)ethyl)dimethylammonio)propane-1-sulfonate

Two previously undescribed sulfobetaine zwitterions bearing benzyl ester and amide functionalities were synthesized through a concise three-step sequence starting from benzyl alcohol and either succinic or glutaric anhydride. The route comprised esterification, amidation with -dimethylpropane-1,3-diamine, and ring-opening of 1,3-propanesultone by the resulting tertiary amine. Differing only in the length of the diacid-derived spacer, the two compounds constitute a matched pair well suited to probing structure–property relationships in sulfobetaine surfactants and thermoresponsive materials.

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Publication Details

Journal
Molbank
Published
2026-09-30
DOI
https://doi.org/10.3390/m2237
Primary Topic
Environmental Chemistry and Analysis
Type
article
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article

Synthesis of 2-((2-(4-(Benzyloxy)-4-oxobutanamido)ethyl)dimethylammonio)propane-1-sulfonate and 2-((2-(5-(Benzyloxy)-5-oxopentanamido)ethyl)dimethylammonio)propane-1-sulfonate

João Sarrato, Luísa Maria Ferreira, Ricardo Chagas, Marta Fiéis
Molbank
Environmental Chemistry and Analysis
article

Synthesis of 2-((2-(4-(Benzyloxy)-4-oxobutanamido)ethyl)dimethylammonio)propane-1-sulfonate and 2-((2-(5-(Benzyloxy)-5-oxopentanamido)ethyl)dimethylammonio)propane-1-sulfonate

João Sarrato, Luísa Maria Ferreira, Ricardo Chagas, Marta Fiéis
article en

Abstract

Two previously undescribed sulfobetaine zwitterions bearing benzyl ester and amide functionalities were synthesized through a concise three-step sequence starting from benzyl alcohol and either succinic or glutaric anhydride. The route comprised esterification, amidation with -dimethylpropane-1,3-diamine, and ring-opening of 1,3-propanesultone by the resulting tertiary amine. Differing only in the length of the diacid-derived spacer, the two compounds constitute a matched pair well suited to probing structure–property relationships in sulfobetaine surfactants and thermoresponsive materials.

MolbankVol. 2026(5)
Universidade Nova de Lisboa (PT)
Clean water and sanitation
Openalex Percentile: Top 20%
Environmental Chemistry and Analysis
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