Some tips on (S)-4-Benzylthiazolidine-2-thione

With the complex challenges of chemical substances, we look forward to future research findings about 171877-39-7,belong thiazolidine compound

As a common heterocyclic compound, it belongs to thiazolidine compound, name is (S)-4-Benzylthiazolidine-2-thione, and cas is 171877-39-7, its synthesis route is as follows.,171877-39-7

Example 9 [0160] (S)-l-(4-benzyl-2-thioxothiazolidin-3-yl)-propan-l-one (S3). Acylation of S2 was ideally conducted in batches at the 0.075¡À0.025 mol scale using a conventional RCT basic stir plates (IKA GmbH). An exemplary procedure was as follows: compound S2 (17.5 g, 0.084 mol) was dissolved in CH2C12 (400 mL). Et3N (14.0 mL, 0.10 mol) and 4-dimethylaminopyridine (DMAP, 2.0 g, 0.017 mol) were added sequentially. Freshly distilled propionyl chloride (9.5 mL 0.11 mol) in CH2C12 (100 mL) added dropwise over 1 h. After stirring at rt for 3 h, satd. NH4C1 (100 mL) was added and the mixture was extracted with CH2C12 (3 200 mL). The organic layers were combined, washed with satd. NaHC03 (100 mL) and brine (100 mL), dried with Na2S04, and concentrated on a rotary evaporator. Recrystallization from CH3CN afforded pure S3 (20.7 g, 94%). Over 12 batches, yields were observed in the range of 93¡À2%. [0161] Acylated auxilary S3: TLC (1 : 1 hexanes/EtOAc): Rf = 0.62; 1H NMR (CDC13, 500 MHz) delta 7.33 (m, 2H), 7.27 (m, 3H), 5.37 (ddd, J = 3.8, 7.3, 10.9 Hz, 1H), 3.41 (m, 2H), 3.20 (dd, J = 3.7, 13.2 Hz, 1H), 3.11(qd, J = 7.1, 18.1 Hz, 1H), 2.87 (d, J = 11.5 Hz, 1H), 1.18 (t, J = 7.2 Hz, 3H); 13C NMR (CDC13, 125 MHz) delta 201.1, 175.0, 136.6, 129.5, 128.9, 127.2, 68.7, 36.8, 32.4, 32.0, 8.9; FTIR (film) vmax 2979, 2933, 1695, 1602, 1488, 1455, 1378, 1322, 1265, 1133, 1034, 952, 951, 849, 760 cm-1; HR-ESI-MS m/z calcd. for C13H15NOS2 [M]+: 265.0595, found 265.0601.

With the complex challenges of chemical substances, we look forward to future research findings about 171877-39-7,belong thiazolidine compound

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; BURKART, Michael, D.; LACLAIR, James, J.; JONES, Brian, D.; MANDEL, Alexander; VILLA, Reymundo; CASTRO, Januario, E.; KASHYAP, Manoj, Kumar; KUMAR, Deepak; WO2013/148324; (2013); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com