Name is 1,1-Dioxo-isothiazolidine, as a common heterocyclic compound, it belongs to thiazolidine compound, and cas is 5908-62-3, its synthesis route is as follows.,5908-62-3
To a stirred solution of 5-{9-fluoro-5-[(S)-(2-fluorophenyl)(oxan-4-yl)methyl]-6- methanesulfonyl-5H-pyrido[3,2-b]indol-3-yl}-4-(2H3)methyl-l-methyl-lH-l,2,3-triazole (7.8 mg, 0.0140 mmol) and isothiazolidine-l,l-dione (8.5 mg, 0.0560 mmol) in NMP (0.15 mL) was added t-BuOK (6.3 mg, 0.0560 mmol). This mixture was heated at 65 C for 100 min and cooled to room temperature. The mixture was then diluted with MeOH and purified via preparative LC/MS with the following conditions: Column: Waters XBridge Phenyl, 19 x 200 mm, 5-muiotatauiota particles; Mobile Phase A: 5:95 ACN: water with 10 mM NH4OAc; Mobile Phase B: 95:5 ACN: water with 10 mM NH4OAc; Gradient: 15-70% B over 20 min, then a 5-min hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to give 2-{5-[(S)-(2-fluorophenyl)(oxan-4-yl)methyl]-6-methanesulfonyl-3-[4-(2H3)methyl- l-methyl-lH-l,2,3-triazol-5-yl]-5H-pyrido[3,2-b]indol-9-yl}- 6,2-thiazolidine-l,l-dione (6.1 mg, 64%). NuMuRhonu (500MHz, DMSO-de) delta 8.69 (s, 1H), 8.42 (d, J=8.5 Hz, 1H), 8.15-8.06 (m, 1H), 7.99 (s, 1H), 7.63 (d, J=8.5 Hz, 1H), 7.31 (br d, J=4.2 Hz, 2H), 7.06- 6.95 (m, 2H), 4.18-4.09 (m, 1H), 4.06-3.99 (m, 1H), 3.93-3.84 (m, 1H), 3.76 (s, 3H), 3.72 (br d, J=8.3 Hz, 1H), 3.60 (s, 1H), 3.53 (br s, 3H), 3.27 (br t, J=11.3 Hz, 1H), 2.66-2.58 (m, 3H), 2.54 (s, 2H), 1.96-1.84 (m, 1H), 1.79 (br s, 2H), 0.71 (br d, J=12.3 Hz, 1H). LCMS: RT = 1.610 min; (ES): m/z (M+H)+= 656.10, LCMS: Column: Waters Acquity UPLC BEH C18, 2.1 x 50 mm, 1.7-mutaueta particles; Mobile Phase A: 5:95 ACN:water with 10 mM NH4OAc; Mobile Phase B: 95:5 ACN:water with 10 mM NH4OAc; Temperature: 50 C; Gradient: 0-100% B over 3 min, then a 0.75-min hold at 100% B; Flow: 1.11 mL/min. HPLC Purity at 220 nm: 97 %
With the complex challenges of chemical substances, we look forward to future research findings about 1,1-Dioxo-isothiazolidine
Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HAN, Wen-Ching; DEGNAN, Andrew P.; DESKUS, Jeffrey A.; GAVAI, Ashvinikumar V.; GILL, Patrice; SCHMITZ, William D.; STARRETT, John E., Jr.; (193 pag.)WO2016/183115; (2016); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com