With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.171877-39-7,(S)-4-Benzylthiazolidine-2-thione,as a common compound, the synthetic route is as follows.,171877-39-7
(S)-4-Benzylthiazolidine-2-thione 6 (18.4 g, 88 mmol, 1 equiv), DMAP (1.1 g, 8.8 mmol, 0.1 equiv) and NEt3 (18.4 mL, 132 mmol, 1.5 equiv) were dissolved in dry CH2Cl2 (240 mL) and cooled to 0 C. AcCl (9.4 mL, 132 mmol, 1.5 equiv) was added dropwise and the reaction was allowed to reach room temperature and stirred overnight. The mixture was then quenched with satd NH4Cl (200 mL), diluted with Et2O (300 mL), and the organic phase was washed with satd CuSO4 (3×100 mL), water (100 mL), and brine (100 mL), dried (MgSO4), filtered, and concentrated. Recrystallization of the crude material from EtOH afforded acetylated auxiliary 7 (18 g, 81%) as yellow needles; [alpha]D20 335 (c 13, CH2Cl2) previously reported [alpha]D20 211 (c 10, CHCl3);32 Mp 111-115 C previously reported 88-90 C;33 1H NMR (400 MHz, CDCl3) delta 7.37-7.12 (m, 5H), 5.31 (m, 2H), 3.31 (dd, J=11.5, 7.2 Hz, 1H), 3.15 (dd, J=13.2, 3.8 Hz, 1H), 2.97 (dd, J=13.2, 10.6 Hz, 1H), 2.82 (d, J=11.5 Hz, 1H), 2.72 (s, 3H); 13C NMR (100 MHz, CDCl3) delta 201.8, 170.8, 136.5, 129.5, 128.9, 127.2, 68.3, 58.3, 36.7, 27.1.
The synthetic route of 171877-39-7 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Kitir, Betuel; Baldry, Mara; Ingmer, Hanne; Olsen, Christian A.; Tetrahedron; vol. 70; 42; (2014); p. 7721 – 7732;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com