O-Methylation of carboxylic acids with streptozotocin.

Li-Yan Zeng, Yang Liu, Jiakun Han, Jinhong Chen, Shuwen Liu, Baomin Xi

Organic & biomolecular chemistry 2022 Jul 06

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The clinically used DNA-alkylating drug streptozotocin (STZ) was investigated using a simple work-up as an O-methylating agent to transform various carboxylic acids, sulfonic acids and phosphorous acids into corresponding methyl esters, and did so with yields of up to 97% in 4 h at room temperature. Good substrate tolerance was observed, and benefited from the mild conditions and compatibility of the reaction with water.

Citation

Li-Yan Zeng, Yang Liu, Jiakun Han, Jinhong Chen, Shuwen Liu, Baomin Xi. O-Methylation of carboxylic acids with streptozotocin. Organic & biomolecular chemistry. 2022 Jul 06;20(26):5230-5233