Category: 171877-39-7

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

General procedure: Thiazolidine-2-thione 2 (2.5 mmol), benzyl chloride (317 mg, 2.5 mmol), and K2CO3(691 mg, 5 mmol) were dissolved in 10 mL of acetone. The resulting solution was refluxedfor 2-4 h under TLC monitoring and then was allowed to cool to r.t. and filtered. Afterremoval of the solvent, the crude product was obtained and purified by silica-gel columnchromatography with a mixture of petroleum ether and EtOAc (10:1, v/v) as eluent.

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-4-Benzylthiazolidine-2-thione,belong thiazolidine compound

Reference£º
Article; Chen, Ning; Du, Hongguang; Liu, Weidong; Wang, Shanshan; Li, Xinyao; Xu, Jiaxi; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 190; 1; (2015); p. 112 – 122;,
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: C8H14ClNO24,mainly used in chemical industry, its synthesis route is as follows.,171877-39-7

General procedure: Under N2 atmosphere, NaH (120 mg, 60% dispersion in mineral oil, 3 mmol)was added to a solution of thiazolidine-2-thione 2 (2.5 mmol) in 5 mL of THF and the resulting solution was cooled to 78C by a dry-ice-acetone bath. Propionyl chloride(255 mg, 2.5 mmol, 480 muL) was then dropped in. After removal of the solvent in vacuo,the residue was purified by column chromatography with a mixture of petroleum ether(60-90C)/EtOAc (5:1, v/v) as eluent.

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-4-Benzylthiazolidine-2-thione,belong thiazolidine compound

Reference£º
Article; Chen, Ning; Du, Hongguang; Liu, Weidong; Wang, Shanshan; Li, Xinyao; Xu, Jiaxi; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 190; 1; (2015); p. 112 – 122;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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

171877-39-7, (S)-4-Benzylthiazolidine-2-thione is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution (45r)-4-benzyl-l,3-thiazolidine-2-thione (38 g) in dichloromethane (350 mL), cooled to O0C was added propylene oxide (12.7 mL) and trifluoroacetic acid (14 mL). After stirring the reaction mixture for 2 hours, the solvents were evaporated under reduced pressure to obtain a residue which was purified by column chromatography over silica gel using 20% ethylacetate in hexane as eluant to afford the title compound (0.9 g). Mass (m/z): 194.18

As the paragraph descriping shows that 171877-39-7 is playing an increasingly important role.

Reference£º
Patent; RANBAXY LABORATORIES LIMITED; WO2008/23336; (2008); A2;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

171877-39-7, (S)-4-Benzylthiazolidine-2-thione is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To an ice-bath cold solution of 35 (S)-4-benzylthiazolidine-2-thione13 (18.37g, 87.87mmol) and 36 Et3N (26.66mL, 175.74mmol) in 37 CH2Cl2 (266mL) was added 38 4-phenylbutanoyl chloride (freshly prepared from 39 4-phenylbutyric acid (17.31g, 105.44mmol)). The resulting mixture was stirred at room temperature for 24h. Then brine was added and extracted with CH2Cl2 (3¡Á40mL), the organic layers were washed (brine), dried (Na2SO4) and concentrated. The yellow crude oil was purified through chromatography (silica-gel, hexanes/40 EtOAc (98:2) and (95:5)) to afford 24.76mg (77%); [alphaD25]=+157.80 (c=2.3, CHCl3). IR (NaCl) nu 3025, 2935, 2849, 1603, 1695, 1496, 1454, 1342, 1394, 1359, 1342, 1293, 1264, 1192, 1157, 1135, 1040, 893, 746, 701cm-1. 1H NMR (500MHz, CDCl3) delta 7.16-7.34 (10H, m), 5.33 (1H, ddd, J=4.0, 7.5 and 11.5Hz), 3.38 (1H, ddd, J=6.0, 9.0 and 17.0Hz), 3.33 (1H, dd, J=7.5 and 11.5Hz), 3.13-3.20 (2H, m), 3.01 (1H, dd, J=10.5 and 13.0Hz), 2.84 (1H, d, J=11.5Hz), 2.68 (2H, t, J=7.0Hz). 13C NMR (125MHz, CDCl3) delta 201.06, 173.73, 141.53, 136.56, 129.44, 128.88, 128.53, 128.36, 127.19, 125.96, 68.53, 37.93, 36.79, 35.11, 31.90, 26.43ppm.. HRMS m/z calcd. for C20H21ONS2Na [M+Na+]: 378.0962, found: 378.0970; m/z calcd. for C20H21ONS2K [M+K+]: 394.0702, found: 394.0724.

The synthetic route of 171877-39-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Royo, Santiago; Schirmeister, Tanja; Kaiser, Marcel; Jung, Sascha; Rodriguez, Santiago; Bautista, Jose Manuel; Gonzalez, Florenci V.; Bioorganic and Medicinal Chemistry; vol. 26; 16; (2018); p. 4624 – 4634;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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.

General procedure: Under N2 atmosphere, NaH (120 mg, 60% dispersion in mineral oil, 3 mmol)was added to a solution of thiazolidine-2-thione 2 (2.5 mmol) in 5 mL of THF and the resulting solution was cooled to 78C by a dry-ice-acetone bath. Propionyl chloride(255 mg, 2.5 mmol, 480 muL) was then dropped in. After removal of the solvent in vacuo,the residue was purified by column chromatography with a mixture of petroleum ether(60-90C)/EtOAc (5:1, v/v) as eluent.

171877-39-7 (S)-4-Benzylthiazolidine-2-thione 11458470, athiazolidine compound, is more and more widely used in various.

Reference£º
Article; Chen, Ning; Du, Hongguang; Liu, Weidong; Wang, Shanshan; Li, Xinyao; Xu, Jiaxi; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 190; 1; (2015); p. 112 – 122;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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.

A solution cooled in an ice bath of (S)-4-benzylthiazolidin-2-thione (18.37g, 87.87mmol) in CH2Cl2 (266mL) was treated with Et3N (2 eq) and then with 4-phenylbutanoyl chloride (Intermediate XI.1, 114.23mmol). The resulting mixture was stirred at room temperature for 12 days and then quenched with brine and extracted with CH2Cl2, dried with Na2SO4, filtered and concentrated. Purification by silica gel chromatography using Hex:AcOEt mixtures of increasing polarity (95:5, 9:1, 8:2, 7:3 and 6:4) afforded 24g (70%) of a yellow oil. 13C-NMR (500MHz, CDCl3) delta 201.06, 173.73, 141.53, 136.56, 129.44, 128.88, 128.53, 128.36, 127.19, 125.96, 68.53, 37.93, 36.79, 35.11, 31.90, 26.43.

171877-39-7 (S)-4-Benzylthiazolidine-2-thione 11458470, athiazolidine compound, is more and more widely used in various.

Reference£º
Patent; Universitat Jaume I; EP2168954; (2010); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

171877-39-7, (S)-4-Benzylthiazolidine-2-thione is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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.

As the paragraph descriping shows that 171877-39-7 is playing an increasingly important role.

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

171877-39-7, (S)-4-Benzylthiazolidine-2-thione is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The product was synthesizedfollowing a previously reported procedure.1 To a solution of (S)-4-benzylthiazolidine-2-thione(0.15 g, 0.72 mmol) and triethylamine (0.11 mL, 0.79 mmol) in DCM (1.1 mL) at 0 C wasadded dropwise a solution of butyryl chloride (0.078 mL, 0.75 mmol) dissolved in DCM (0.3mL) over 2 min. The vial containing the butyryl chloride solution was rinsed with additionalDCM (0.3 mL) which was added to the reaction. The reaction was warmed to room temperatureand stirred for 4.5 h. The reaction was then quenched with water and the organic layer wasseparated from the aqueous phase. The aqueous phase was extracted three times with DCM.The combined organic layers was washed with brine and dried with anhydrous Na2SO4. Thesuspension was filter and volatile materials were removed using a rotary evaporator. The crudematerial was purified via silica gel flash chromatography (7% acetone in hexanes) to yield 0.169g of product as a yellow solid (84% yield). The resonances in the 1H NMR and 13C spectrum ofthe product matched previously reported chemical shifts.1

As the paragraph descriping shows that 171877-39-7 is playing an increasingly important role.

Reference£º
Article; Huang, David S.; Wong, Henry L.; Georg, Gunda I.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 16; (2018); p. 2789 – 2793;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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.

To a solution of (S)-4-benzylthiazolidine-2-thione (1 g, 4.78 mmol) in THF (dry, 50 mL) was added n-BuLi (2.87 mL, 7.17 mmol, 2.5 M) at – 78 C. The resulting mixture was stirred at that temperature for 1 .5 h, then 2-cyclohexylacetyl chloride (1 .10 ml, 7.17 mmol) was added. The temperature was maintained at – 78 C for 2.5 h. Then the reaction mixture was allowed to warm to RT and stirred for 16 h. After an aqueous work up with saturated NH4CI solution the crude product was purified by flash chromatography (cyclohexane) to afford 29 as a yellow crystalline solid (1 .48 g, 4.45 mmol, 93 %). TLC [cyclohexane/EE, 8:2]: Rf = 0.6 Mass (ESI+), calculated 333.12 [C18H23NOS2 + H]+, found = 334.04 [M+H]+

The synthetic route of 171877-39-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MAX-PLANCK-GESELLSCHAFT ZUR FOeRDERUNG DER WISSENSCHAFTEN E.V.; GAALI, Steffen; HAUSCH, Felix; KIRSCHNER, Alexander; FENG, Xiri; BRACHER, Andreas; RUEHTER, Gerd; WO2015/39758; (2015); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com