Analyzing the synthesis route of 179087-93-5

179087-93-5 2-(4-((2,4-Dioxothiazolidin-5-yl)methyl)phenoxy)acetic acid 11323485, athiazolidine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.179087-93-5,2-(4-((2,4-Dioxothiazolidin-5-yl)methyl)phenoxy)acetic acid,as a common compound, the synthetic route is as follows.,179087-93-5

Example 3 N-[2-[4-(2,4-Dioxothiazolidin-5-ylmethyl)phenoxyacetylamino]-5-methoxyphenyl]-N-methylcarbamic Acid t-butyl Ester (Exemplification Compound Number 9-8) To a suspension at 0 C. of N-(2-amino-5-methoxyphenyl)-N-methylcarbamic acid t-butyl ester (4.2 g) and 4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxyacetic acid (5.2 g) in methylene chloride (30 ml) was added triethylamine (5.1 ml) and 50% propylphosphonic acid cyclic anhydride in ethyl acetate (12.7 g) and the mixture was stirred at the same temperature for 2 hours. At the end of this time to the reaction mixture was added 5% aqueous sodium hydrogencarbonate solution and the mixture was extracted with methylene chloride. The extract was washed with water and diluted hydrochloric acid and concentrated in vacuo. To the residue was added methanol (40 ml) and the precipitated crystals were filtered to give the title compound (7.3 g, yield 85%). IR spectrum (KBr, nu cm-1): 3323, 1751, 1697, 1534, 1510, 1232, 1153. 1H-NMR spectrum (DMSO-d6, 400 MHz, delta ppm): 1.28(9H, br.s), 3.02(3H, s), 3.07(1H, dd, J=14.0, 9.1 Hz), 3.31(1H, dd, J=14.0, 4.3 Hz), 3.74(3H, s), 4.65(2H, s), 4.87(1H, dd, J=9.1, 4.3 Hz), 6.80-6.95(2H, m), 6.92(2H, d, J=8.5 Hz), 7.19(2H, d, J=8.5 Hz), 7.69(1H, br.s), 8.95(1H, br.s), 12.00(1H, br.s).

179087-93-5 2-(4-((2,4-Dioxothiazolidin-5-yl)methyl)phenoxy)acetic acid 11323485, athiazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; SANKYO COMPANY, LIMITED; US2003/8907; (2003); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com