Some tips on (S)-Butane-1,3-diol

With the complex challenges of chemical substances, we look forward to future research findings about 24621-61-2,belong chiral-oxygen-ligands compound

As a common heterocyclic compound, it belongs to chiral-oxygen-ligands compound, name is (S)-Butane-1,3-diol, and cas is 24621-61-2, its synthesis route is as follows.,24621-61-2

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.

With the complex challenges of chemical substances, we look forward to future research findings about 24621-61-2,belong chiral-oxygen-ligands compound

Reference£º
Patent; DeLuca, Hector F.; Clagett-Dame, Margaret; Plum, Lori A.; Chiellini, Grazia; Grzywacz, Pawel; US2008/81800; (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

Some tips on (S)-Butane-1,3-diol

With the complex challenges of chemical substances, we look forward to future research findings about 24621-61-2,belong chiral-oxygen-ligands compound

As a common heterocyclic compound, it belongs to chiral-oxygen-ligands compound, name is (S)-Butane-1,3-diol, and cas is 24621-61-2, its synthesis route is as follows.,24621-61-2

Triethylamine (1.173 g) is added dropwise to a solution of 2.246 g triisopropylchlorosilane and 1 g (S)-(+)-1,3-butanediol in 15 ml of dry tetrahydrofuran. The mixture is stirred for 48 hours at room temperature, then is diluted with 400 ml of tert-butyl methyl ether and washed respectively with 30 ml 1N HCl, 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 of flash column chromatography (SiO2 60F) to provide the title compound as a colorless oil. Rf=0.31 (EtOAc-heptane 1:5).

With the complex challenges of chemical substances, we look forward to future research findings about 24621-61-2,belong chiral-oxygen-ligands compound

Reference£º
Patent; Herold, Peter; Mah, Robert; Stutz, Stefan; Tschinke, Vincenzo; Schumacher, Christoph; Stojanovic, Aleksandar; Jotterand, Nathalie; Behnke, Dirk; US2007/167433; (2007); 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

Some tips on 24621-61-2

With the complex challenges of chemical substances, we look forward to future research findings about 24621-61-2,belong chiral-oxygen-ligands compound

As a common heterocyclic compound, it belongs to chiral-oxygen-ligands compound, name is (S)-Butane-1,3-diol, and cas is 24621-61-2, its synthesis route is as follows.,24621-61-2

Representative example 44: Synthesis of 1-((R)-3-(2-(4-hydroxy-1-((2R,3S)-2- propyl-1-(3-(trifluoromethyl)picolinoyl)-3-(5-(trifluoromethyl)thiophen-3- yloxy)piperidine-3-carbonyl)piperidin-4-yl)phenoxy)butyl)cyclobutanecarboxylic acid A31. Step 1: To a 0C DCM (100 mL) solution of (S)-(+)-1 ,3-Butanol (7g, 77.6 mmol) containing Et^N (14 mL, 1.3equiv) was added drop wise a DCM solution (60 mL) of TsCI (1.05 equiv, 15g). Reaction was warmed-up to Rt and stirred overnight. After 18 hours, the DCM layer was washed with HCI 1.0N (X2), then NaHC03, then brine. Organic layer was dried over MgS04, filtered and concentrated down to 15 g of crude oil. The residue was purified by silica gel chromatography (10% to 40% EtOAc in hexanes) to provide 13 g (69% yield) of (S)-3-hydroxybutyl 4- methylbenzenesulfonate 94.

With the complex challenges of chemical substances, we look forward to future research findings about 24621-61-2,belong chiral-oxygen-ligands compound

Reference£º
Patent; SCHERING CORPORATION; BOGEN, Stephane, L.; MA, Yao; WANG, Yaolin; LAHUE, Brian Robert; NAIR, Latha, G.; SHIZUKA, Manami; VOSS, Matthew Ernst; KIROVA-SNOVER, Margarita; PAN, Weidong; TIAN, Yuan; KULKARNI, Bheemashankar, A.; GIBEAU, Craig, R.; LIU, Yuan; SCAPIN, Giovanna; RINDGEN, Diane; DOLL, Ronald, J.; GUZI, Timothy, J.; HICKLIN, Danny, J.; NOMEIR, Amin; SEIDEL-DUGAN, Cynthia; SHIPPS, Gerald, W., Jr.; MACCOSS, Malcolm; WO2011/46771; (2011); 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

Some tips on (S)-Propane-1,2-diol

With the complex challenges of chemical substances, we look forward to future research findings about 4254-15-3,belong chiral-oxygen-ligands compound

As a common heterocyclic compound, it belongs to chiral-oxygen-ligands compound, name is (S)-Propane-1,2-diol, and cas is 4254-15-3, its synthesis route is as follows.,4254-15-3

Zu einer Loesung von 1.50 g (19.7 mmol) S-1, 2-Propandiol in 15 ml Dichlormethan werden 2.75 ml (19.7 mmol) Triethylamin, 0. 10 g (0. 8 MMOL) 4-N, N-Dimethylaminopyridin und 2. 97 G (19.7 mmol) tert. -Butyldimethylsilylchlorid gegeben. Die Reaktionsmischung wird fuer 16 h bei Raumtemperatur geruehrt. Anschliessend wird mit Dichlormethan verduennt und je zweimal mit Wasser, gesaettigter Ammoniumchlorid-Loesung und gesaettigter Natriumhydrogencarbonat-Loesung gewaschen. Die organische Phase wird ueber Natriumsulfat getrocknet und im Vakuum vom Loesungsmittel befreit. Der Rueckstand wird ohne weitere Reinigung in der naechsten Stufe eingesetzt. Ausbeute : 2.55 g, 80% Reinheit (54% d. Th.) GC/MS (Methode 6) : RT = 2.62 min., M/Z = 191 (M+H)+.

With the complex challenges of chemical substances, we look forward to future research findings about 4254-15-3,belong chiral-oxygen-ligands compound

Reference£º
Patent; BAYER HEALTHCARE AG; WO2004/80952; (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

Some tips on (S)-Propane-1,2-diol

With the complex challenges of chemical substances, we look forward to future research findings about 4254-15-3,belong chiral-oxygen-ligands compound

As a common heterocyclic compound, it belongs to chiral-oxygen-ligands compound, name is (S)-Propane-1,2-diol, and cas is 4254-15-3, its synthesis route is as follows.,4254-15-3

To a solution of (S)-1,2-propanediol (20.0 g, 0.263 mol), triethylamine (31.9 g, 0.315 mol), 4-dimethylaminopyridine (1.28 g, 10.5 mmol) in CH2Cl2 (200 mL) was added tert-butyldimethylsiloxy chloride (47.3 g, 0.315 mol) at 22 C. The mixture was allowed to stir for 18 h. The mixture was diluted with CH2Cl2, washed with water and sat. aqueous NH4Cl. The organic solution was dried over Na2SO4, filtered and concentrated under reduced pressure. Silica gel chromatography (5% ethyl acetate/hexanes) of the concentrate gave 45.0 g of the title compound as a clear oil in 90% yield.

With the complex challenges of chemical substances, we look forward to future research findings about 4254-15-3,belong chiral-oxygen-ligands compound

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

Some tips on (S)-Propane-1,2-diol

With the complex challenges of chemical substances, we look forward to future research findings about 4254-15-3,belong chiral-oxygen-ligands compound

As a common heterocyclic compound, it belongs to chiral-oxygen-ligands compound, name is (S)-Propane-1,2-diol, and cas is 4254-15-3, its synthesis route is as follows.,4254-15-3

(S)-Methylethylene Bis(methylsulfonate), CAS 270577-16-7, Compound A Scheme 1,was prepared from (S)-(+)-1,2-propanediol (CAS 4254-15-3, Sigma Aldrich Chemical Company) and methane sulfonyl chloride (CAS 124-63-O, Sigma Aldrich Chemical Company) according to the procedure of T. Harada, T. Mai, T. Tuyet, and A. Oku, Organic Letters (2000), 2(9), 1319-1322.

With the complex challenges of chemical substances, we look forward to future research findings about 4254-15-3,belong chiral-oxygen-ligands compound

Reference£º
Patent; Kent State University; Kent Displays Incorporated; US2012/273725; (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

Some tips on (S)-Propane-1,2-diol

With the complex challenges of chemical substances, we look forward to future research findings about 4254-15-3,belong chiral-oxygen-ligands compound

As a common heterocyclic compound, it belongs to chiral-oxygen-ligands compound, name is (S)-Propane-1,2-diol, and cas is 4254-15-3, its synthesis route is as follows.,4254-15-3

The four (4) step reaction sequence starting from 103-1 and 103-2 (prepared as shown from S-(+)-1,2-propanediol (103-0)) provided Boc-T103a in a very good overall yield of 85%. The alternatively protected analogue Ddz-T103a was prepared using the same procedure with an overall yield of 55% [1.4 g Ddz(2RMe)opy18 was obtained starting from 1 g (5.8 mmol) of 103-1]. Synthesis of the Boc-T103b stereoisomer proceeds similarly, but starting from R-(-)-1,2-propanediol.TLC: Rf: 0.3 (100% EtOAc)

With the complex challenges of chemical substances, we look forward to future research findings about 4254-15-3,belong chiral-oxygen-ligands compound

Reference£º
Patent; Tranzyme Pharma Inc.; US2008/194672; (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

New learning discoveries about 24621-61-2

With the rapid development of chemical substances, we look forward to future research findings about (S)-Butane-1,3-diol

(S)-Butane-1,3-diol, cas is 24621-61-2, it is a common heterocyclic compound, the chiral-oxygen-ligands compound, its synthesis route is as follows.,24621-61-2

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)

With the rapid development of chemical substances, we look forward to future research findings about (S)-Butane-1,3-diol

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

Downstream synthetic route of (S)-Butane-1,3-diol

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-Butane-1,3-diol,belong chiral-oxygen-ligands compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO455,mainly used in chemical industry, its synthesis route is as follows.,24621-61-2

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.To a stirred solution of the tosylate (2.31 g, 9.5 mmol) and 2,6-lutidine (1.2 mL, 1.12 g, 10.5 mmol) in anhydrous methylene chloride (15 mL) triethylsilyl trifluoromethanesulfonate (2.1 mL, 2.51 g, 9.5 mmol) was added at -50 C. The reaction mixture was allowed to warm to room temperature (4 h) and stirring was continued for additional 20 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 (97:3) to afford the product 2 (2.71 g, 80% yield) as a colorless oil:[alpha]D+18.0 (c 2.38, CHCl3); 1H NMR (400 MHz, CDCl3) delta 7.77 (2H, d, J=8.2 Hz, o-HTs), 7.33 (2H, d, J=8.2 Hz, m-HTs), 4.10 (2H, t, J=6.1 Hz, 1-H2), 3.90 (1H, m, 3-H), 2.43 (3H, s, MeTs), 1.72 (2H, m, 2-H2), 1.10 (3H, d, J=6.2 Hz, 4-H3), 0.88 (9H, t, J=8.0 Hz, 3¡ÁSiCH2CH3), 0.50 (6H, q, J=8.0 Hz, 3¡ÁSiCH2CH3); 13C NMR (100 MHz) delta 144.62 (s, p-CTs), 133.03 (s, i-CTs), 129.72 (d, m-CTs), 127.82 (d, o-CTs), 67.78 (t, C-1), 64.46 (d, C-3), 38.47 (t, C-2), 23.82 (q, C-4), 21.52 (q, MeTs), 6.71 (q, SiCH2CH3), 4.77 (t, SiCH2CH3); MS (EI) m/z 359 (5, MH+), 329 (87, M+-C2H5), 259 (100), 233 (54), 197 (50), 179 (74), 163 (40), 149 (48), 135 (38), 115 (53), 91 (71); exact mass calculated for C15H25O4SSi (M+-C2H5) 329.1243, found 329.1239.

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-Butane-1,3-diol,belong chiral-oxygen-ligands compound

Reference£º
Patent; DeLuca, Hector F.; Clagett-Dame, Margaret; Plum, Lori A.; Chiellini, Grazia; Grzywacz, Pawel; US2009/170821; (2009); 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

Downstream synthetic route of (S)-Butane-1,3-diol

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-Butane-1,3-diol,belong chiral-oxygen-ligands compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO296,mainly used in chemical industry, its synthesis route is as follows.,24621-61-2

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.

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-Butane-1,3-diol,belong chiral-oxygen-ligands compound

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