Electric Literature of 52273-77-5, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 52273-77-5 as follows.
EXAMPLE 37 A solution of 1.0 g of tert-butyl (2R,4R)-3-(2-aminoacetyl)-2-phenyl-4-thiazolidinecarboxylate in 10 cm3 of chloroform is added to a solution of 0.6 g of N,N’-carbonyldiimidazole in 15 cm3 of chloroform. The reaction mixture is stirred for 2 hours at a temperature in the vicinity of 25 C., followed by the addition of 0.44 g of 2-(3-aminophenyl)ethanol in solution in 5 cm3 of chloroform. The reaction mixture is stirred for 12 hours at a temperature in the vicinity of 25 C., then concentrated to dryness under reduced pressure at 40 C. The oily residue obtained is purified by chromatography on silica [eluent: ethyl acetate] and the fractions containing the expected product are combined and concentrated to dryness under reduced pressure at 40 C. After recrystallization in acetonitrile, 0.18 g of tert-butyl (2R,4R)-3-{2-[3-(3-(2-hydroxyethyl)phenyl)ureido]acetyl}-2-phenyl-4-thiazolidinecarboxylate is thus obtained in the form of white crystals, melting at 164 C. ([alpha]D20 =+59.6+-1.8 (C=0.50%; DMF) [proton NMR (300 MHz, DMSO D6, delta in ppm), 2 rotamers at room temperature, peak coalescence at 120 C., characteristic chemical shifts at 120 C.: 2.7 and 3.60 (2t, 4H, CH2 CH2 O); 6.8 (bd, 1H, N–C6 H4 –C in position 4 or 6); 7.05 to 7.20 (m, 3H, N–C6 H4 –C in position 2, 5 and 6); 7.3 (m, 3H, C6 H5); 7.6 (d, 2H, C6 H5). Infra-red spectrum (KBr), characteristic bands in cm-1): 3320, 2975, 2930, 2880, 2850, 1740, 1660, 1610, 1590, 1560, 1510, 1480, 1450, 1365, 1150, 1060, 790, 730, 695].
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52273-77-5, its application will become more common.
Reference:
Patent; Rhone-Poulenc Rorer S.A.; US5610144; (1997); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts