Tag: 5908-62-3

The thiazolidine compound, cas is 5908-62-3 name is 1,1-Dioxo-isothiazolidine, mainly used in chemical industry, its synthesis route is as follows.

5908-62-3, To a stirred solution of racemic 3-fluoro-2-({9-fluoro-6-methanesulfonyl-3-[4- (2H3)methyl-l-methyl-lH-l,2,3-triazol-5-yl]-5H-pyrido[3,2-b]indol-5-yl}(oxan-4- yl)methyl)pyridine (80.0 mg, 0.140 mmol) and isothiazolidine- 1,1 -dione (69.8 mg, 0.580 mmol) in NMP (0.70 mL) was added t-BuOK (56.5 mg, 0.500 mmol). The mixture was heated at 65 C for 70 min and cooled to room temperature. The mixture was diluted with water and extracted with EtOAc. Combined EtOAc extracts were dried (MgSCn), filtered, and concentrated. The crude product was purified by silica gel column chromatography (Teledyne ISCO CombiFlash 0% to 100% solvent A/B= DCM/10% MeOH/DCM, RediSep Si02 12 g, detecting at 254 nM, and monitoring at 220 nM). Concentration of appropriate fractions provided racemic 2-{5-[(3-fluoropyridin-2- yl)(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}-l 6,2-thiazolidine-l,l-dione (110 mg). This racemic mixture was separated by chiral prep SFC (Berger SFC MGII, ColummChiral IB 25 X 2.1 cm ID, 5muiotaeta Flow rate: 50.0 mL/min. Mobile Phase: 80/20 CC /MeOH Detector Wavelength: 220 nm) to give Enantiomers A (13.3 mg, 13%) and B (10.5 mg, 11%). Enantiomer A: NMR (400MHz, CDCb) delta 8.57 (d, J=1.8 Hz, 1H), 8.46 (dt, J=4.4, 1.5 Hz, 1H), 8.40 (d, J=8.6 Hz, 1H), 8.15 (d, J=2.0 Hz, 1H), 7.77 (d, J=8.6 Hz, 1H), 7.41- 7.28 (m, 3H), 4.34-4.24 (m, 1H), 4.21-4.11 (m, 1H), 4.01 (br dd, J=12.0, 2.7 Hz, 1H), 3.95 (s, 3H), 3.82 (br dd, J=11.6, 3.1 Hz, 1H), 3.61-3.53 (m, 2H), 3.46 (br d, J=2.3 Hz, 1H), 3.43 (s, 3H), 3.34 (br d, J=11.7 Hz, 1H), 3.20 (td, J=l 1.9, 1.9 Hz, 1H), 2.84-2.71 (m, 2H), 1.89-1.74 (m, 3H), 0.54 (br d, J=13.0 Hz, 1H); SFC RT = 10.07 min (Column: Chiralcel IB 250 x 4.6 mm, 5 muiotaeta; Mobile Phase: 80/20 CCh/MeOH; Flow: 2 mL/min); Enantiomer B: NMR (400MHz, CDCb) delta 8.56 (d, J=1.8 Hz, 1H), 8.45 (dt, J=4.3, 1.4 Hz, 1H), 8.40 (d, J=8.6 Hz, 1H), 8.15 (d, J=1.8 Hz, 1H), 7.76 (d, J=8.6 Hz, 1H), 7.42- 7.28 (m, 3H), 4.34-4.24 (m, 1H), 4.22-4.12 (m, 1H), 4.01 (br dd, J=11.7, 2.8 Hz, 1H), 3.95 (s, 3H), 3.82 (br dd, J=l 1.3, 3.2 Hz, 1H), 3.56 (dt, J=7.7, 3.9 Hz, 2H), 3.46 (br d, J=2.4 Hz, 1H), 3.43 (s, 3H), 3.37-3.28 (m, 1H), 3.23-3.15 (m, 1H), 2.84-2.69 (m, 2H), 1.79 (br dd, J=12.8, 4.2 Hz, 3H), 0.54 (br d, J=12.8 Hz, 1H) LCMS (M+H) = 556.2; SFC RT = 12.21 min (Column: Chiralcel IB 250 x 4.6 mm, 5 muiotaeta; Mobile Phase: 80/20 CCh/MeOH; Flow: 2 mL/min).

As the rapid development of chemical substances, we look forward to future research findings about 5908-62-3

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

The thiazolidine compound, cas is 5908-62-3 name is 1,1-Dioxo-isothiazolidine, mainly used in chemical industry, its synthesis route is as follows.

5908-62-3, A 50 ml flask was charged under nitrogen with 3-bromo-5-nitro-benzoic acid methyl ester (D11) (1 g, 3.8 mmol, 1 equiv), Cs2CO3 (536 mg, 4.4 mmol, 1.2 equiv) tris (DIBENZYLIDENEACETONE) DIPALLADIUM (0) (5 mg, 0.0055 mmol, 0.0154 equiv), Xantphos (10 mg, 0.014 mmol, 0.04 equiv) and toluene (15 ML). Isothiazolidine 1,1-dioxide (D22a) (536 mg, 4.4 mmol, 1.1 equiv) was then added and the resulting mixture was stirred at 90C for 16 hours then cooled to room temperature and diluted with H20 and AcOEt. The layers were separated, the aqueous phase diluted with a saturated aqueous NAHC03 solution and extracted with AcOEt. The combined organic phases were dried over MGS04 and concentrated in vacuo to give 3- (1, 1-DIOXO-116-ISOTHIAZOLIDIN-2-YL)-5-NITRO-BENZOIC acid methyl ester (D15) (187 mg, 16%) as a yellow solid. [M+H+NH3] + = 318.0, RT = 2. 81 min

As the rapid development of chemical substances, we look forward to future research findings about 5908-62-3

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/50619; (2004); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5908-62-3,1,1-Dioxo-isothiazolidine,as a common compound, the synthetic route is as follows.,5908-62-3

General procedure: Inside a N2 filled glovebox, benzenesulfonamide (250 mg, 1.590 mmol) and copper(I) iodide (15.14 mg, 0.080 mmol), 4-toluene bromide (326mg, 1.91 mmol), potassium carbonate (550 mg, 3.98 mmol), Acetonitrile (4 mL), and N1,N2dimethylethane-1,2-diamine (70.1 mg, 0.795 mmol) was charged into a vial. The vial was then heated to 70 oC for 8hr, LC indicated >97% conversion of benzenesulfonamide. The reaction mixture was then cooled to room temperature. 2N HCl (4mL) was added slowly, followed by EtOAc extraction (5mL x 3). The organic layers were combined, concentrated, and flash chromatographed (SiO2, 20:1–> 3:1 Heptane:EtOAc) to give N(p-tolyl) benzene sulfonamide as white solids (380 mg, 97%).

5908-62-3 1,1-Dioxo-isothiazolidine 642157, athiazolidine compound, is more and more widely used in various.

Reference£º
Article; Wang, Xiang; Guram, Anil; Ronk, Michael; Milne, Jacqueline E.; Tedrow, Jason S.; Faul, Margaret M.; Tetrahedron Letters; vol. 53; 1; (2012); p. 7 – 10;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

1,1-Dioxo-isothiazolidine, cas is 5908-62-3, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.

5908-62-3, To an oven dried 50 mE round-bottom flask, methyl2-bromo-5-methylbeioate (352 mg, 1.54 mmol), sultam(236 mg, 1.95 mmol), cesium carbonate (732 mg, 2.25mmol), palladium acetate (40.4 mg, 0.18 mmol), and Xanphos (136 mg, 0.23 5 mmol) were added and flask was placedunder argon. Reagents were suspended in 8 mE of anhydrousdioxane and mixture was heated at 100 C. overnight. Aftercooling to room temperature, reaction mixture was filtered,was1ng with ethyl acetate. Combined filtrate was concen446.04trated under reduced pressure and resulting film was purifiedby silica gel column chromatography (25-100% EthylAcetate in Hexanes) to yield intermediate 11.?H-NMR (DMSO, 400 MHz): oe 7.75 (d, 1H), 7.44 (m, 1H),7.35 (m, 1H), 3.89 (s, 3H), 3.81 (t, 2H), 3.28 (t, 2H), 2.55 (m,2H), 2.39 (s, 3H).ECMS m/z [M+H] C12H15N04S requires: 270.07. Found270.12.

With the rapid development of chemical substances, we look forward to future research findings about 5908-62-3

Reference£º
Patent; Gilead Sciences, Inc.; Sangi, Michael; (125 pag.)US9278975; (2016); B2;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

1,1-Dioxo-isothiazolidine, cas is 5908-62-3, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.

5908-62-3, General procedure: To the mixture of the precursor 10(2.26 g, 10.1 mmol, 1.5 equiv) and tert-butyl 1,2,5-thiadiazolidine-2-carboxylate 1,1-dioxide (1.50 g, 6.75 mmol, 1.0 equiv) in dry DMF(10 mL), was added Cs2CO3 (6.60 g, 20.25 mmol, 3.0 equiv). Themixture was stirred at room temperature overnight, and thenextracted with ethyl acetate. The organic phase was washed withsaturated NaHCO3 and brine, dried over anhydrous Na2SO4, filteredand concentrated. The resulting residue was purified via silica gelchromatography to give 11a as colorless oil (1.96 g, 79%).

With the rapid development of chemical substances, we look forward to future research findings about 5908-62-3

Reference£º
Article; Chen, Shulun; Guo, Wei; Liu, Xiaohua; Sun, Pu; Wang, Yi; Ding, Chunyong; Meng, Linghua; Zhang, Ao; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 38 – 55;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

1,1-Dioxo-isothiazolidine, cas is 5908-62-3, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.

5908-62-3, Example 86; N- (3-Cyclobutyl-2, 3, 4,5-tetrahydro-1 H-3-benzazepin-7-yl)-4- (1, 1-dioxido-2- isothiazolidinyl) benzamide (E86); A mixture of N- (3-cyclobutyl-2, 3,4, 5-tetrahydro-1 H-3-benzazepin-7-yl)-4-iodobenzamide (E11) (150mg, 0.34 mmol), potassium carbonate (169 mg, 1.22 mmol), copper (1) iodide (19 mg, 0.1 mmol), N,N’-dimethyl-1, 2-ethanediamine (0.01 ml, 0.1 mmol) and isothiazolidine 1,1-dioxide (123 mg, 1.0 mmol) in dioxan (3 ml) was heated in a microwave reactor at 140 C for 20 minutes. The mixture was diluted with methanol and purified on an SCX ion exchange cartridge eluting with methanol and then a 2M methanolic ammonia solution. The basic fractions were concentrated in vacuo and the residue purified by column chromatography eluting with a mixture of 2M methanolic ammonia solution and dichloromethane (3-97) to afford the title compound (E86) MS (ES+), m/e 440 [M+H] +.

With the rapid development of chemical substances, we look forward to future research findings about 5908-62-3

Reference£º
Patent; GLAXO GROUP LIMITED; WO2005/58837; (2005); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5908-62-3,1,1-Dioxo-isothiazolidine,as a common compound, the synthetic route is as follows.,5908-62-3

isothiazolidine-1,1-dioxide (150 mg, 1.24 mmol) And sodium hydride (52mg, 1.30mmol) in 3ml DMF, After stirring for 30min, A 2 ml solution of DMF in which N-Boc-bromoethylamine (276 mg, 1.24 mmol) was dissolved was added dropwise, Stir overnight, After the TLC detection reaction is completed, add water for extraction. Organic layer in turn with water , Washed with saturated saline, Dry over anhydrous sodium sulfate. Suction filtration, the filtrate was concentrated under reduced pressure, the crude product was separated by column chromatography, 150 mg of a white solid were obtained with a yield of 46%.

As the paragraph descriping shows that 5908-62-3 is playing an increasingly important role.

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Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhang Ao; Meng Linghua; Ding Jian; Chen Shulun; Ding Chunyong; Guo Wei; (26 pag.)CN110143955; (2019); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5908-62-3,1,1-Dioxo-isothiazolidine,as a common compound, the synthetic route is as follows.

5908-62-3, Intermediate 7 (0.088 g, 0.087 mmol) was combined with isothiazolidine 1,1-dioxide (0.105 g, 0.866 mmol) in anhydrous dichloromethane (0.87 mE). paraToluenesulfonic acid monohydrate (1.647 mg, 8.66 tmol) was added. The reaction was stirred at room temperature for 30 minutes.10517] The entire reaction mixture was purified by normal phase flash column chromatography (0-60% acetonitriledichloromethane, gradient elution, 12 g silica column, TEC in 30% acetonitrile-dichloromethane) to give Example 19 (0.020 g, 0.017 mmol, 19.9% yield) as a white solid.Example 1910518] ESIMS [M+NH4] 1123.0, [M-H] 1104.0.10519] HRMS: Calculated for ammonium adductC58H92N20165NH4-1122.6511; found 1122.652.10520] ?H NMR (600 MHz, Chloroform-d) oe 6.45 (dd,J=14.7, 10.9 Hz, 1H), 6.22 (dd, J=14.7, 10.7 Hz, 1H), 6.13(dd, J=14.9, 10.6 Hz, 1H), 5.99 (d, J=10.9 Hz, 1H), 5.35 (dd,J=14.9, 9.8 Hz, 1H), 5.21 (d, J=5.8 Hz, 1H), 5.10 (d, J=9.9Hz, 1H), 4.73 (ddd, J=11.0, 9.2, 4.7 Hz, 1H), 4.69 (d, J=12.4Hz, 1H), 4.64 (m, 1H), 4.49 (s, 1H), 4.13 (d, J=6.5 Hz, 1H),3.97 (t, J=11.3 Hz, 1H), 3.84 (dd, J=18.5, 11.4 Hz, 2H),3.78-3.69 (m, 2H), 3.64 (m, 2H), 3.56 (td, J=13.5, 3.0 Hz,1H), 3.43-3.31 (m, 4H), 3.28 (m, 3H), 3.26-3.17 (m, 2H),3.12-2.92 (m, 3H), 2.76-2.68 (m, 1H), 2.45-2.34 (m, 1H),2.31-2.21 (m, 3H), 2.20-2.10 (m, 3H), 2.06 (m, 1H), 1.87(m, 4H), 1.75 (m, 3H), 1.71-1.59 (m, 3H), 1.60 (s, 3H),1.60-1.50 (m, 1H), 1.48-1.39 (m, 1H), 1.42-1.31 (m, 2H),1.33-1.20 (m, 8H), 1.11 (s, 3H), 1.11-1.05 (m, 2H), 1.03 (dd,J=18.2, 6.6 Hz, 6H), 0.99-0.82 (m, 1OH), 0.79 (q, J=12.0 Hz,1H).

5908-62-3 1,1-Dioxo-isothiazolidine 642157, athiazolidine compound, is more and more widely used in various.

Reference£º
Patent; NOVARTIS AG; BONAZZI, Simone; CONNOLLY, Michael; GLASS, David Jonathan; MIHALIC, Manuel; PATTERSON, Andrew William; ROGGO, Silvio; SHAVLAKADZE, Tea; (68 pag.)US2019/92788; (2019); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO43,mainly used in chemical industry, its synthesis route is as follows.,5908-62-3

The product of example 67 (460 mg, 8.6 mmol), sulfonamide (210 mg, 1.73 mmol), K2CO3 (240 mg, 1.73 mmol), CuI (30 mg, 0.17 mmol) and DMEDA (30 mg, 0.34 mmol) were mixed in toluene (10 ml) and heated at 90 0C for 3 hours. After being cooled to room temperature, the mixture was filtered, washed with DCM. The filtrate was concentrated into dryness, and the residue was purified by column chromatography using DCM/EA (5/2) as eluent to give the title compound (129 mg, 26.0 % yield).1H NMR (300 MHz, DMSO-/) delta 1.12 (q, J= 6.2 Hz, 6H), 2.34 (dd, J= 10.5, 12.4 Hz, IH), 2.41-2.50 (m, 2H?), 2.78 (dd, J= 10.6, 13.0 Hz, IH), 3.41-3.53 (m, 3H), 3.55-3.67 (m, IH), 3.77 (s, 3H), 3.78 -3.91 (m, 3H), 4.14 (d, J= 12.9 Hz, IH), 4.95 (d, J= 17.2 Hz, IH), 5.02 (s, 2H), 5.19 (d, J= 16.8 Hz, IH), 7.29-7.44 (m, 5H), 7.70 (s, IH).MS (ESI+) m/z 51 A (M+l)

With the synthetic route has been constantly updated, we look forward to future research findings about 1,1-Dioxo-isothiazolidine,belong thiazolidine compound

Reference£º
Patent; AVEXA LIMITED; DEADMAN, John, Joseph; JONES, Eric, Dale; LE, Giang, Thanh; RHODES, David, Ian; THIENTHONG, Neeranat; VAN DE GRAFF, Nicholas, Andrew; WINFIELD, Lisa, Jane; WO2010/31; (2010); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

5908-62-3, 1,1-Dioxo-isothiazolidine is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5908-62-3

EXAMPLE 9 STR38 Sodium hydride (1.25 g of a 50% dispersion in oil) was added at room temperature to a stirred solution of isothiazolidine-1,1-dioxide (2.42 g) in DMF (15 cm3). After stirring for 0.5 hours 2-methyl-2-[1-(6,7-dimethoxyquinazolin-4-yl)piperid-4-yl]oxirane (5.0 g) was added and the mixture was stirred for 4 hours at 100. Volatile material was removed in vacuo, the residue was partitioned between chloroform (100 cm3) and water (50 cm3) and the chloroform layer was dried (MgSO4) and evaporated. The residue was chromatographed on silica (“Merck” 60.9385) eluding with methanol:ethyl acetate, 1:4, to give a solid which was recrystallized from ethyl acetate-methanol to give 2-{2-hydroxy-2-[1-(6,7-dimethoxyquinazolin-4-yl)piperid-4-yl]prop-1-yl}isothiazolidine-1,1-dioxide, m.p. 173-174 (4.15 g). Analysis %: Found: C,55.6; H,6.8; N,12.4; Calculated for C21 H30 N4 O5 S: C,56.0; H,6.7; N,12.4.

As the paragraph descriping shows that 5908-62-3 is playing an increasingly important role.

Reference£º
Patent; Pfizer Inc.; US4542132; (1985); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com