Tag: 24621-61-2

24621-61-2, (S)-Butane-1,3-diol is a chiral-oxygen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 4 Synthesis of Maytansinoid 4k,l (d) S-1,3-Di-O-p-toluenesulfonyl-butane 22: A solution of S-(-)-1,3-butanediol (21, 2.00 g (22.22 mmol) in a mixture of dry pyridine (40 mL) and dry toluene (60 mL) was treated with p-toluenesulfonyl chloride (12.70 g, 66.84 mmol) under argon at 0 C. After stirring at 0 C. for 5 min. followed by stirring at room temperature for 2 h, the mixture was evaporated under vacuum. The residue was redissolved in ethyl acetate, washed with 0.1 M aqueous NaHCO3, and saturated NaCl. The organic layer was separated, dried over MgSO4, filtered and evaporated. The residue was purified by chromatography over silica gel, eluding with 1:2 ethyl acetate/hexane to give 6.25 g (71%) of the title product 22 Rf=0.40 (1:1 EtOAc/hexane); 1H NMR (CDCl3) 7.76 (dd, 4H, J=1.0, 8.0 Hz), 7.35 (dt, 4H, J=0.4, 8.0+8.0 Hz), 4.70 (m, 1H), 4.03 (m, 1H), 3.94 (m, 1H), 2.46 (s, 6H), 1.92 (m, 2H), 1.26 (d, 3H, J=6.3 Hz); 13C NMR 145.17, 133.00, 130.11, 128.12, 127.91, 76.28, 66.21, 36.08, 21.86, 21.06; MS: 420.99 (M+Na)+.

As the paragraph descriping shows that 24621-61-2 is playing an increasingly important role.

Reference£º
Patent; IMMUNOGEN, INC.; US2004/235840; (2004); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

24621-61-2, (S)-Butane-1,3-diol is a chiral-oxygen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of commercial available (s)-3-hydroxy butanol (10 g, Aldrich) in 50 mL of DMF, TsOH (20 mg, catalytic) and MeOPhCH (OMe) 2 (24 g) were added. After 3h at 35 C on a rotovap with slight vacuum, it was cooled and quenched with aq. Sat. NaHC03. The mixture was extracted with EtOAc (3x). The organic layers were washed with brine (2x), dried and concentrated. The crude product was evaporated with toluene (3x). [0230] The crude product was dissolved in 700 mL of CH2CI2. At 0 C, DIBAL-H solution (200 mL, 1.0 M, excess) was added. The reaction was warmed to room temperature overnight. Then it was quenched with methanol (50 mL), sat. Na2S04 at 0 C. The mixture was diluted with Et20 (1. 5L). After stirred for 5h, it was filtered through a pad of celite. The filtrate was concentrated to give an oil. The oil was purified on silica gel with Hexanes/EtOAc, 10: 1,6 : 1,3 : 1, and 1: 1 to give 24 g of desired product, 343-YW-203

24621-61-2 (S)-Butane-1,3-diol 446973, achiral-oxygen-ligands compound, is more and more widely used in various.

Reference£º
Patent; EISAI CO. LTD.; WO2003/76424; (2003); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

24621-61-2, (S)-Butane-1,3-diol is a chiral-oxygen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (S)+}1,3-butanediol (10.0 g, 0.110 mol), was added triphenylmethylchloride (33.0 g, 0.330 mol), 4-dimethylaminopyridine (1.40 g, 11.5 mmol) in CH2Cl/pyridine (1:1, 500 mL).Stirring was continued over 48 h. The solvent was removed, the mixture was diluted with ether, washed with brine and dried over Na2SO4. The organic solution was filtered and concentrated. Silica gel chromatography with (5% ethyl acetate/hexanes) produced a clear oil (24 g) in 70% yield.

The synthetic route of 24621-61-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bristol-Myers Squibb Company; Merck & Co. Inc.; US6967196; (2005); B1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24621-61-2,(S)-Butane-1,3-diol,as a common compound, the synthetic route is as follows.

S- (+)-1, 3-butanediol (96 mg, 1.065 mmol) in 3 ml of pyridine was cooled in an ice-water bath and 4,4′-dimethoxytrityl chloride (430 mg, 1.27 mmol) was added thereto. The resulting mixture was stirred for 6 hours at room temperature. 10 ml of 5% NAHCO3 was added thereto and the resulting solution was extracted with 15 ml of ethyl acetate. The organic layer was dried over MGS04 and evaporated under a reduced pressure. The resulting yellow liquid residue was purified by silica gel column chlomatography (eluent-ethyl acetate: hexane = 1: 3) to obtain the title compound (401 mg, 1.02 mmol) in a yield of 96%. Rf= 0.3 (ethyl acetate: Hexane = 1 : 2); IR (NACI) nu (cm-1) 3462, 3059, 3034, 2959, 2927, 2848,2835, 1607,1508, 1250; 1H NMR (Acetone-d6) delta 7.49 (br, 1H), 7.46 (br, 1H), 7.36-7. 18 (m, 7H), 6.86 (t, 2H, J=2. 6Hz), 6.84 (t, 2H, J=2.6Hz), 3.93 (br, 1H), 3.73 (s, 6H), 3. 50 (br, 1H), 3.28-3. 14 (m, 2H), 1.73 (m, 2H), 1. 11 (d, 3H, J=6. 2Hz) ; 13C-NMR (75.5 MHz, Acetone-d6) delta 158. 1, 145. 3, 136. 1, 136.0, 129.5, 127. 6, 127.2, 126. 1, 112.5, 85. 4, 64. 2, 60. 6, 54. 2, 39.0, 23.1; MS-FAB (m/z): [M] + calcd for C25H28O4, 392; found 392.; [alpha] 21D = +17. 6 (c 1.0, CHCl3)

The synthetic route of 24621-61-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; POSTECH FOUNDATION; WO2004/63208; (2004); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24621-61-2,(S)-Butane-1,3-diol,as a common compound, the synthetic route is as follows.

Example 4 : (R)-2-(3-{3-[[2-Chloro-3-(trifluoromethyl) benzyl] (2,2- diphenylethyl) amino]-1-methyl-propoxy}-phenyl) acetic acid methyl ester ; a) Toluene-4-sulfonic acid- (S)-3-hydroxy-butyl ester; To a stirring solution of (S)-1, 3-butanediol (1.0 g, 0.01 mmol) and triethylamine (1.39 g, 0.014 mmol) in dichloromethane (10 mL) at-20C was added dropwise p-toluenesulfonyl chloride and the mixture was stirred for 2 h. The reaction mixture was then warmed to RT and stirred overnight. The reaction mixture was poured into cold H2O (20 mL), and extracted three times with dichloromethane. The organic extracts were then washed with brine. The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo to give 2.6 g (96% yield) of title compound as an oil. MS (ESI) 244.8 (M+). The crude tosylat was used without further purification.

24621-61-2 (S)-Butane-1,3-diol 446973, achiral-oxygen-ligands compound, is more and more widely used in various.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2003/82802; (2003); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24621-61-2,(S)-Butane-1,3-diol,as a common compound, the synthetic route is as follows.

Example 7A (2S)-4-((tert-butyl(dimethyl)silyl)oxy)-2-butanol A 0 C. solution of (S)-(+)-1,3-butanediol (2.1 g, 23.3 mmol), imidazole (1.74 g, 25.6 mmol), and N,N-dimethylformamide (1.0 mL) in dichloromethane (40 mL) was treated with tert-butyl-dimethylsilyl chloride (3.68 g, 23.3 mmol). The reaction mixture was warmed to room temperature, stirred overnight, quenched with saturated aqueous ammonium chloride and extracted with dichloromethane. The combined dichloromethane layers were dried (MgSO4), filtered and concentrated to afford of the desired product of sufficient purity for subsequent use without further purification in near quantitative yield. MS (DCI/NH3) m/z 205 (M+H)+; 1H NMR (300 MHz, CDCl3) delta3.95 (m, 1H), 3.79 (m, 2H), 3.27 (br s, 1H), 1.56 (m 2H), 1.11 (d, 3H), 0.82 (s, 9H), 0.016 (s, 6H).

As the paragraph descriping shows that 24621-61-2 is playing an increasingly important role.

Reference£º
Patent; Bennani, Youssef L.; Black, Lawrence A.; Dwight, Wesley J.; Faghih, Ramin; Gentles, Robert G.; Liu, Huaqing; Phelan, Kathleen M.; Vasudevan, Anil; Zhang, Henry Q.; US2001/49367; (2001); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

24621-61-2, (S)-Butane-1,3-diol is a chiral-oxygen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(Example 5-1) Under ice cooling, to a dichloromethane solution (20.0 ml) of (S)-1,3-butanediol (519 mg) were added triethylamine (1.04 ml) and tert-butylchlorodiphenylsilane (1.63 ml), followed by stirring at room temperature overnight. The reaction solution was poured into a saturated aqueous ammonium chloride solution, and extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography to afford (2S)-4-{[tert-butyl(diphenyl)silyl]oxy}butan-2-ol (1.69 g). 1H NMR(400 MHz,CDCl3) delta: 1.05 (9H, s), 1.22 (3H, d, J = 6.3 Hz), 1.58-1.68 (1H, m), 1.69-1.81 (1H, m), 3.31 (1H, d, J = 2.0 Hz), 3.80-3.91 (2H, m), 4.07-4.15 (1H, m), 7.37-7.50 (6H, m), 7.69 (4H, d, J = 6.2 Hz).

The synthetic route of 24621-61-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Daiichi Sankyo Company, Limited; EP2471792; (2012); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

24621-61-2, (S)-Butane-1,3-diol is a chiral-oxygen-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1; Preparation of (3S)-1-p-Toluenesulfonyloxy-3-triethylsilyloxy-butane (2); To a stirred solution of the (S)-(+)-1,3-butanediol 1 (1 g, 11.1 mmol), DMAP (30 mg, 0.25 mmol) and Et3N (4.6 mL, 3.33 g, 33 mmol) in anhydrous methylene chloride (20 mL) p-toluenesulfonyl chloride (2.54 g, 13.3 mmol) was added at 0 C. The reaction mixture was stirred at 4 C. for 22 h. Methylene chloride was added and the mixture was washed with water, dried (Na2SO4) and concentrated under reduced pressure. A residue was chromatographed on silica gel with hexane/ethyl acetate (8:2, then 1:1) to afford the tosylate (2.31 g, 85% yield) as a colorless oil.

As the paragraph descriping shows that 24621-61-2 is playing an increasingly important role.

Reference£º
Patent; DeLuca, Hector F.; Clagett-Dame, Margaret; Plum, Lori A.; Chiellini, Grazia; Grzywacz, Pawel; US2008/81799; (2008); A1;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24621-61-2,(S)-Butane-1,3-diol,as a common compound, the synthetic route is as follows.

e) (S)-4-Triisopropylsilanvloxv-butan-2-olTriethylamine (1.173 g) is added dropwise to a solution of 2.246 g triisopropylchlorosilaneand 1 g (S)-(+)-1,3-butanediol in 15 ml of dry tetrahydrofuran. The mixture is stirred for 48hours at room temperature, then is diluted with 400 ml of tert-butyl methyl ether and washedrespectively with 30 mM N HCI, 50 ml water and 50 ml of brine. The organic phase is dried(sodium sulphate), filtered and evaporated to dryness. The residue is purified by means offlash column chromatography (SiO2 60F) to provide the title compound as a colorless oil.Rf = 0.31 (EtOAc- heptane 1:5).

The synthetic route of 24621-61-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SPEEDEL EXPERIMENTA AG; WO2006/5741; (2006); A2;,
Synthesis and Crystal Structure of a Chiral?C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis
Chiral lanthanide(III) complexes of sulphur¨Cnitrogen¨Coxygen ligand derived from aminothiourea and sodium?D-camphor-¦Â-sulfonate