4-HYDROXY-1-(TOLUENE-4-SULFONYL)-PYRROLIDINE-2-CARBOXYLIC ACID synthesis

Yield:16257-64-0 99.86%

Reaction Conditions:

with sodium carbonate in water; for 4 h;

Steps:

General procedure for the synthesis of substituted benzenesulphonamoylalkanamides (7a-x)

General procedure: Sodium carbonate (Na2CO3, 1.590 g, 15 mmol) was added to a solution of amino acids (6a-h,12.5 mmol) in water (15 mL) with continuous stirring until all the solutes dissolved. The solutionwas cooled to -5°C and an appropriate benzenesulphonyl chloride (5a-c, 15 mmol) wasadded in four portions over a period of 1 h. The slurry was further stirred at room temperaturefor 4 h. The progress of the reaction was monitored by using TLC (MeOH/DCM, 1:9). Uponcompletion, the mixture was acidified using 20% aqueous hydrochloric acid to pH 2. The crystalswas filtered via suction and washed with pH 2.2 buffer. The pure products (7a-x) weredried over self-indicating fused silica gel in a desiccator.

References:

Ugwu, David Izuchukwu;Okoro, Uchechukwu Chris;Mishra, Narendra Kumar [PLoS ONE,2018,vol. 13,# 1,art. no. E0191234]