Downstream synthetic route of (R)-2-Oxothiazolidine-4-carboxylic acid

With the complex challenges of chemical substances, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid,belong thiazolidine compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO194,mainly used in chemical industry, its synthesis route is as follows.,19771-63-2

To a solution of 3-[3-[[4-[(3-aminopropyl) amino] -5-bromo-2- pyrimidinyl] amino] PHENYL-2, 4-IMIDAZOLIDINEDIONE hydrogen chloride salt (6.9 g, 13.9 mmol), (-)-2-OXO-4-THIAZOLIDINECARBOXYLIC acid (2.5 g, 17 mmol, 1.2 equiv. ) and N,N-diisopropylethylamine (10 mL, 57.4 MMOL, 4.1 equiv. ) in DIMETHYLFORMAMIDE (150 mL) was added 0-(7-AZABENZOTRIAZOL-1-YL)-N, N, N’, N’ tetramethyluronium HEXAFLUOROPHOSPHATE (6.5 g, 17.1 MMOL, 1.2 equiv. ) at 0 C. The resulting solution was warmed to room temperature and stirred overnight. The reaction mixture was concentrated under reduced pressure to remove dimethylformamide. The crude residue was triturated in water to give a suspension. The suspension was filtered and the filter cake was washed with water and air-dried (ca. 8 g). The solid was purified by HPLC chromatography using acetonitrile/water to afford the title compounds, (4R)-N-[3-[[5-bromo-2-[[3- (2, 5-dioxo-1-imidazolidinyl) phenyl] amino]-4-pyrimidinyl] amino] PROPYL]-2-OXO-4- thiazolidinecarboxamide (2.8 G) and (4R)-N-[3-[[5-bromo-2-[[3-[2,5-dioxo-3-[[(4R)- 2-oxo-4-thiazolidinyl] carbonyl]-1-imidazolidinyl] phenyl] amino]-4- pyrimidinyl] amino] propyl]-2-oxo-4-thiazolidinecarboxamide (72 mg). N-[3-[[5-bromo-2-[[3-(2,5-dioxo-1-imidazolidinyl)phenyl]amino]-4- pyrimidinyl] amino] propyl]-2-oxo-4-thiazolidinecarboxamide :’H NMR (400 MHz, DMSO-d6) : 5/POM = 1.71 (m, 2H), 3.14 (m, 2H), 3.36 (m, 1H), 3.42 (m, 2H), 3.64 (t, 1H), 4.04 (s, 2H), 4.23 (m, 1H), 6.99 (d, 1H), 7.01 (t, 1H), 7.59 (d, 1H), 7.72 (s, 1 H), 7.81 (br s, 1 H), 8.16 (m, 2H), 8.29 (s, 1H), 8.34 (s, 1H), 9.99 (br s, 1 H). (4R)-N-[3-[[5-bromo-2-[[3-[2,5-dioxo-3-[[(4R)-2-oxo-4-thiazolidinyl]carbonyl]- 1-imidazolidinyl] phenyl] amino]-4-pyrimidinyl] amino] propyl]-2-oxo-4- thiazolidinecarboxamide :’H NMR (400 MHz, DMSO-d6) : 6/POM = 1.64 (m, 2H), 3.12 (m, 2H), 3,38 (m, 4H), 3.79 (m, 2H), 4.02 (s, 2H), 5.04 (d, 2H), 5.12 (d, 2H), 6.94 (d, 1 H), 7.34 (t, 1H), 7.56 (d, 1H), 7.69 (s, 1H), 8.08 (s, 1H), 8.18 (s, 1 H), 8.26 (s, 1 H), 8.37 (s, 1 H), 9.79 (br s, 1 H).

With the complex challenges of chemical substances, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid,belong thiazolidine compound

Reference£º
Patent; SCHERING AKTIENGESELLSCHAFT; WO2004/48343; (2004); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

The important role of 19771-63-2

With the complex challenges of chemical substances, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid

Name is (R)-2-Oxothiazolidine-4-carboxylic acid, as a common heterocyclic compound, it belongs to thiazolidine compound, and cas is 19771-63-2, its synthesis route is as follows.,19771-63-2

(2) To 1.47 g of the compound obtained in Reference Example 1-(1) were successively added an aqueous solution comprising 1.5 ml of water and an aqueous solution containing 0.6 g of sodium hydroxide and 4.4 ml of dimethylsulfoxide under ice-cooling. To the mixture was added 2.3 ml of benzyl chloride at room temperature, and the resulting mixture was stirred for 15 hours. The mixture was neutralized by dil. hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and then, insoluble material was filtered off and the filtrate was concentrated to give 2.24 g of (4R)-2-oxo-3-benzylthiazolidin-4-carboxylic acid as colorless crystal. Melting point: 95-97C MS ¡¤APCI (m/z): 238 [(M+H)+] [alpha]D25: -102.2 (C=1.0, chloroform).

With the complex challenges of chemical substances, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid

Reference£º
Patent; TANABE SEIYAKU CO., LTD.; EP1462444; (2004); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

The important role of (R)-2-Oxothiazolidine-4-carboxylic acid

With the rapid development of chemical substances, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid

As a common heterocyclic compound, it belongs to thiazolidine compound, name is (R)-2-Oxothiazolidine-4-carboxylic acid, and cas is 19771-63-2, its synthesis route is as follows.,19771-63-2

EXAMPLE 17 (4R)-N-[1-(Nitrooxymethyl)ethyl]-2-oxothiazolidine-4-carboxamide (Compound No. 1-30) A procedure similar to that described in Example 1 was repeated, but using 1.5 g of (4R)-2-oxothiazolidine-4-carboxylic acid and 2.3 g of 1-(nitrooxymethyl)ethylamine nitrate, to obtain 0.35 g of the title compound as colorless crystals, melting at 112-114 C. (after recrystallization from ethanol). Nuclear Magnetic Resonance Spectrum (CDCl3 +hexadeuterated dimethyl sulfoxide) delta ppm: 1.27 (3H, doublet, J=7 Hz); 3.68 (2H, doublet, J=7 Hz);

With the rapid development of chemical substances, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid

Reference£º
Patent; Sankyo Company, Limited; US5298516; (1994); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

Downstream synthetic route of (R)-2-Oxothiazolidine-4-carboxylic acid

With the complex challenges of chemical substances, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid,belong thiazolidine compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO182,mainly used in chemical industry, its synthesis route is as follows.,19771-63-2

Preparation of N-{[(R)-(2-oxo-thiazolidine-4-yl)carbonyl]}-L-leucine (Compound 2f). To a solution of (R)-(-)-2-oxo-thiazolidine-4-carboxylic acid (1.49 g, 10.2 mmols), L-Leucine methylester hydrochloride (1.85 g, 10.2 mmols) and N-methylmorpholinee (1.12 ml, 10.2 mmols) in anhydrous THF (15 ml), cooled at 0 C., was added, under stirring, a solution of DCDI (2.10 g, 10.2 mmols) and HBT (13 mg, 1 mmols) in anhydrous THF (8 ml). After standing one night at room temperature, the N,N’-dicyclohexylures and the hydrochloride of N-methylmorpholines were separated by filtration and the filtered substance was concentrated at reduced pressure. The product was purified by dilution of the raw reside with CHCl3 (50 ml) and extraction with saturated NaHCO3 solution (20 ml*2) and saturated NaCl solution (30 ml). Drying of the organic phase reunited on Na2SO4 and the removal of the solvent at reduced pressure provided the N-{[(R)-(2-Oxo-thiazolidine-4-yl)carbonyl]}-L-leucine methylester which was crystallized with EtOAc: 1.94 g (69%); m.p. 125-6 C.; [a]D22=-79 (1, methanol); IR (CHCl3): 3412, 2956, 1734, 1678, 1515, 1434, 1338, 1158 cm-1; 1H-NMR (CHCl3): d 0.90 and 0.95 [two s, 6, CH2CH(CH3)2], 1.42-74 [m, 3, CH2CH(CH3)2], 3.37-3.85 [m, 2, CH2S and 3.63 (s, 3, OCH3)], 4.18-4.69 (two m, 2, aCH and ring CH), 7.16 (d, 1, NH, J=8 Hz). Calculated for C11H17N2O4S: C, 48.34; H, 6.27; N, 10.25. Found C, 48.29; H, 6.80; N, 10.22%.

With the complex challenges of chemical substances, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid,belong thiazolidine compound

Reference£º
Patent; Polifarma S.p.A.; Consiglio Nazionale Delle Ricerche; US6339160; (2002); B1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

Some tips on 19771-63-2

With the complex challenges of chemical substances, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid

It is a common heterocyclic compound, the thiazolidine compound, (R)-2-Oxothiazolidine-4-carboxylic acid, cas is 19771-63-2 its synthesis route is as follows.,19771-63-2

EXAMPLE 18 (4R)-N-(2-Nitrooxypropyl)-2-oxothiazolidine-4-carboxamide (Compound No. 1-31) A procedure similar to that described in Example 1 was repeated, but using 2.0 g of (4R)-2-oxothiazolidine-4-carboxylic acid and 3.0 g of N-(2-nitrooxypropyl)amine nitrate, to obtain 24 mg of the title compound as pale yellow crystals, melting at 70-72 C. (after recrystallization from ethanol).

With the complex challenges of chemical substances, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid

Reference£º
Patent; Sankyo Company, Limited; US5298516; (1994); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

Downstream synthetic route of (R)-2-Oxothiazolidine-4-carboxylic acid

With the synthetic route has been constantly updated, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid,belong thiazolidine compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO471,mainly used in chemical industry, its synthesis route is as follows.,19771-63-2

25(a) (4R)-N-(4-Hydroxybutyl)-2-oxothiazolidine-4-carboxamide Following a procedure similar to that described in Example 16(a), but using 1.2 g of (4R)-2-oxothiazolidine-4-carboxylic acid and 2.23 g of N-(4-hydroxybutyl)amine, 0.735 g of the title compound was obtained as colorless crystals, melting at 81-83 C. Nuclear Magnetic Resonance Spectrum (CDCl3 +hexadeuterated dimethyl sulfoxide) delta ppm:

With the synthetic route has been constantly updated, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid,belong thiazolidine compound

Reference£º
Patent; Sankyo Company, Limited; US5298516; (1994); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

Some tips on (R)-2-Oxothiazolidine-4-carboxylic acid

With the complex challenges of chemical substances, we look forward to future research findings about 19771-63-2,belong thiazolidine compound

As a common heterocyclic compound, it belongs to thiazolidine compound, name is (R)-2-Oxothiazolidine-4-carboxylic acid, and cas is 19771-63-2, its synthesis route is as follows.,19771-63-2

EXAMPLE 1 N-[Trans-4-nitroxymethylcyclohexylmethyl]-(4R)-2-oxothiazolidin-4-yl-carboxamide (Exemplary Compound No. 1-32) In 7 ml of dry benzene was suspended 0.35 g of (4R)-2-oxo-4-thiazolidinecarboxylic acid, and 0.42 ml of oxalyl chloride and a few drops of dimethylformamide were added thereto at room temperature and stirred at room temperature for 2 hours. The solvent was distilled off under reduced pressure to obtain the acid chloride as a pale yellow oil. Meanwhile, 0.51 g of trans-4-nitroxymethylcyclohexylmethylamine hydrochloride was suspended in 10 ml of dry dichloromethane, and 0.95 ml of triethylamine and 5 ml of a solution of the acid chloride in dry dichloromethane were added dropwise thereto with stirring under ice-cooling and stirred at the same temperature for 1 hour. The solvent was distilled off under reduced pressure. The residue was subjected to silica gel column chromatography employing ethyl acetate as an eluding solvent to separate and purify and crystallized from ether to obtain 0.30 g of the desired compound as a colorless crystalline solid. m.p.: 117-119 C. (decomp.); NMR spectrum (CDCl3 +d6 -DMSO) delta ppm: 0.90-1.15(4H,m), 1.40-1.60(1H,m), 1.60-1.95(5H,m), 3.14(2H,m), 3.60-3.78(2H,m), 4.20-4.38(3H,m), 7.10(1H,bs), 7.67(1H,bs)

With the complex challenges of chemical substances, we look forward to future research findings about 19771-63-2,belong thiazolidine compound

Reference£º
Patent; Sankyo Company, Limited; US5843973; (1998); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

Share a compound : 19771-63-2

As the rapid development of chemical substances, we look forward to future research findings about 19771-63-2

(R)-2-Oxothiazolidine-4-carboxylic acid, cas is 19771-63-2, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.

EXAMPLE 1 (4R)-N-(2-Nitrooxyethyl)-2-oxothiazolidine-4-carboxamide (Compound No. 1-1) 11.4 ml of triethylamine and 5.3 ml of diethyl cyanophosphonate were added, whilst ice-cooling, to a suspension of 4.0 g of (4R)-2-oxothiazolidine-4-carboxylic acid and 4.6 g of N-(2-nitrooxyethyl)amine nitrate in 80 ml of dry tetrahydrofuran, and the resulting mixture was stirred at room temperature for 2 hours. At the end of this time, the solvent was removed by distillation under reduced pressure, and the residue was mixed with ethyl acetate. The resulting mixture was then washed with a saturated aqueous solution of sodium chloride, after which it was dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, and the residual brown oil thus obtained was purified by column chromatography through silica gel, using ethyl acetate as the eluent. The brown crystals thus obtained were recrystallized from ethyl acetate, to give 1.68 g of the title compound as colorless needles, melting at 130-131 C. (with decomposition). Nuclear Magnetic Resonance Spectrum (CDCl3 +hexadeuterated dimethyl sulfoxide) delta ppm:, 19771-63-2

As the rapid development of chemical substances, we look forward to future research findings about 19771-63-2

Reference£º
Patent; Sankyo Company, Limited; US5298516; (1994); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

Brief introduction of 19771-63-2

19771-63-2 (R)-2-Oxothiazolidine-4-carboxylic acid 72390, athiazolidine compound, is more and more widely used in various fields.

19771-63-2, (R)-2-Oxothiazolidine-4-carboxylic acid is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,19771-63-2

25(a) (4R)-N-(4-Hydroxybutyl)-2-oxothiazolidine-4-carboxamide Following a procedure similar to that described in Example 16(a), but using 1.2 g of (4R)-2-oxothiazolidine-4-carboxylic acid and 2.23 g of N-(4-hydroxybutyl)amine, 0.735 g of the title compound was obtained as colorless crystals, melting at 81-83 C. Nuclear Magnetic Resonance Spectrum (CDCl3 +hexadeuterated dimethyl sulfoxide) delta ppm:

19771-63-2 (R)-2-Oxothiazolidine-4-carboxylic acid 72390, athiazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Sankyo Company, Limited; US5298516; (1994); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

New learning discoveries about 19771-63-2

19771-63-2, The synthetic route of 19771-63-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19771-63-2,(R)-2-Oxothiazolidine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

16(a) (4R)-N-(2-Hydroxyethyl)-2-oxothiazolidine-4-carboxamide 0.9 ml of oxalyl chloride and one drop of N,N-dimethylformamide were added to a suspension of 1.0 g of (4R)-2-oxothiazolidine-4-carboxylic acid in 20 ml of benzene, and the resulting mixture was stirred at room temperature for 1.5 hours. At the end of this time, the solvent was removed by distillation under reduced pressure. A solution of the residual pale yellow oil dissolved in 10 ml of methylene chloride was then added dropwise to a solution of 1.25 g of 2-ethanolamine in 25 ml of methylene chloride, whilst ice-cooling, and the mixture was stirred for 1.5 hours, whilst ice-cooling. The solvent was then removed by distillation under reduced pressure, and the resulting residue was purified by column chromatography through silica gel, using a 9:1 by volume mixture of methylene chloride and methanol as the eluent. The colorless crystals thus obtained were further recrystallized from ethyl acetate, to give 0.65 g of the title compound as colorless plates, melting at 116-118 C. Nuclear Magnetic Resonance Spectrum (CDCl3 +hexadeuterated dimethyl sulfoxide) delta ppm:

19771-63-2, The synthetic route of 19771-63-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sankyo Company, Limited; US5298516; (1994); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com