Category: 673-06-3

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO368,mainly used in chemical industry, its synthesis route is as follows.,673-06-3

To a solution of d-Phe 9 (1.7 g, 10.3 mmol) and Boc2O(3.5 mL, 15.4 mmol)in a mixture THF and H2O (1:1, 50 mL) was added NaOH (0.6 g, 15.4 mmol) at room temperature.After stirring overnight, the reaction mixture was quenched with 1N HCl and extracted with EtOAc.The combined organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo.To a solution of above crude Boc-d-Phe-OH 14 (10.3 mmol) in dry THF (20 mL) was added NaH (60%dispersion in mineral oil, 2.1 g, 51.5 mmol) at room temperature. After stirring for 1 h, iodomethane(3.2 mL, 51.5 mmol) was added to the reaction mixture. The reaction mixture was stirred for 12 h,quenched with 1N HCl, and extracted with EtOAc. The combined organic layer was washed withbrine, dried over MgSO4, and concentrated in vacuo. The residue was used in the next step withoutfurther purification. To a solution of crude acid 15 (10.3 mmol) in dry DMF (20 mL) were addediodomethane (1.3 mL, 20.6 mmol) and K2CO3 (2.8 g, 20.6 mmol) at room temperature. After stirringovernight, the reaction mixture was quenched with 1N HCl and extracted with Et2O. The combinedorganic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue waspurified by flash column chromatography (EtOAc/Hexane = 1:20) to give 2.5 g (84% for 3 steps) ofester 16 as a colorless oil. [alpha]D20 = +109.84 (c 1.00, CHCl3); 1H-NMR (800 MHz, CDCl3, 3:2 mixture oftwo rotamers). Major rotamer delta 7.28-7.20 (m, 2H), 7.19-7.07 (m, 3H), 4.50 (dd, J = 10.4, 3.8 Hz, 1H),3.70 (s, 3H), 3.23 (dd, J = 14.2, 4.4 Hz, 1H), 3.01-2.94 (m, 1H), 2.68 (s, 3H), 1.29 (s, 9H), minor rotamer delta 7.28-7.20 (m, 2H), 7.19-7.07 (m, 3H), 4.89 (dd, J = 10.6, 5.2 Hz, 1H), 3.68 (s, 3H), 3.27 (dd, J = 14.4,5.1 Hz, 1H), 3.01-2.94 (m, 1H), 2.66 (s, 3H), 1.33 (s, 9H); 13C-NMR (200 MHz, CDCl3, 3:2 mixture of tworotamers). Major rotamer delta 171.4, 154.8, 137.5, 128.9, 128.4, 126.5, 80.1, 61.5, 52.0, 35.4, 32.4, 28.0, minorrotamer delta171.7, 155.6, 137.2, 128.8, 128.2, 126.3, 79.8, 59.4, 52.0, 34.9, 31.8, 28.1; IR (thin film, neat) numax2977, 1746, 1698, 1393, 1332, 1227, 1145, 751 cm-1; LR-MS (ESI+) m/z 316 (M + Na+); HR-MS (ESI+)calcd for C16H23NNaO4 (M + Na+) 316.1519; found 316.1523.

With the synthetic route has been constantly updated, we look forward to future research findings about D-Phenylalanine,belong chiral-catalyst compound

Reference£º
Article; Lim, Changjin; Molecules; vol. 24; 19; (2019);,
Chiral Catalysts
Chiral catalysts – SlideShare

D-Phenylalanine, cas is 673-06-3, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,673-06-3

A mixture of 44 mL of conc. HNO3 and 34.6 mL of conc. H2SO4 was added dropwise to a solution of 50 g (0.303 mol) of L(D)-phenylalanine in 150 mL of 85% H2SO4, pre-cooled to 10C. The reaction mixture was stirred for 3 hours at 8-10C, then the reaction mixture was adjusted to pH 6 by addition of NaOH aqueous solution. The precipitate was filtered off and dried. The reaction product was recrystallized from water. Yield 91% (2), 89% (2b). mp 240C (mp 239-241C [10]). IR spectrum nu, cm-1: 3294, 2889, 1701, 1620, 1535, 1443, 1350, 880, 864, 745, 698, 525. 1 NMR spectrum (DMSO-d6), delta, ppm: 2.90-4.00 m (5H, CH, CH2, NH2), 7.55 d (2Harom, 3J 8.5 Hz), 8.15 d (2Harom, 3J 8.5 Hz). 13 NMR spectrum (DMSO-d6), delta, ppm: 40.79 (2), 57.28 (), 128.15, 129.79, 145.41, 168.48 (arom), 172.84 (). Mass spectrum (ESI), m/z: 211.0713 [M + H]+. C9H10N2O4. Calculated M210.0641.

With the rapid development of chemical substances, we look forward to future research findings about D-Phenylalanine

Reference£º
Article; Tolstyakov; Tolstobrova; Zarubina; Popova; Protas; Chuprun; Trifonov; Russian Journal of Organic Chemistry; vol. 52; 11; (2016); p. 1681 – 1685; Zh. Org. Khim.; vol. 52; 11; (2016); p. 1686 – 1690,5;,
Chiral Catalysts
Chiral catalysts – SlideShare

673-06-3, D-Phenylalanine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE I Preparation of R-2-bromo-3-phenylpropionic acid 46.0 ml of water was introduced into a 1-litre double-walled glass reactor connected to a cooling medium. 275.5 g of 48% HBr was added. The jacket cooling and stirring were started. Subsequently, 67.7 g of 45% KOH was slowly added. The reaction mixture was cooled to 30-40 C. 45.0 g of D-phenylalanine was added to the reaction mixture. Next, 213 ml of toluene was added to the reaction mixture. The reaction mixture was cooled to 3 C. In 6 hours 95.9 g of NaNO2, a 30% solution in water, was added to the reaction mixture. The temperature was kept at 5 C. After the reaction stirring was continued for 3 hours at 3 C. The reaction mixture was heated to 20 C. Stirring was stopped and the aqueous phase was separated off. Then the toluene phase was extracted twice with 95 ml of water. The reaction mixture was heated to 70 C. and a 100 mbar vacuum was created using a vacuum pump. The water was removed by distillation using a Dean Stark apparatus until the toluene phase was free of water. Yield: 84.0% R-2-bromo-3-phenylpropionic acid in the toluene solution, relative to D-phenylalanine., 673-06-3

673-06-3 D-Phenylalanine 71567, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Lommen, Franciscus Alphons Marie; Koller, Helmut; Scherubl, Herbert; US2003/125575; (2003); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is D-Phenylalanine, and cas is 673-06-3, its synthesis route is as follows.,673-06-3

Synthesis of (R)-phenylalanine[0100] To a solution of D -phenylalanine (1.651 g, 10.0 mmol) in tert-butyl acetate (20 mL) at 0 C, was slowly added HC104 (0.85 mL, 15 mmol). The reaction mixture was stirred at room temperature for 12 h then washed with H20 (25 mL) and 1.0 M HC1 solution (15 mL). The resultant aqueous solution was adjusted to pH 9 by addition of 10 % K2C03 solution, and then extracted with dichloromethane (3 x 10 mL). The combined organic phases were dried with anhydrous Na2S04, filtered and concentrated to give an oil. This was purified by flashchromatography on silica gel, using a grading of ethyl acetate/hexane ((1 :5) to (2:5)), to give Al as a colorless oil; (2.020 g, 89.3%). Spectral data were in accordance with those published. [alpha]?5 : -39.5 (c = 0.33, CHC13); 1H-NMR (300 MHz, CDC13): delta 7.35-7.29 (m, 2H), 7.27-7.22 (m, 3H), 3.63 (dd, J= 6.0, 9.0 Hz, 1H), 3.09-3.02 (m, 1H), 2.89-2.82 (m, 2H), 1.47 (s, 2H), 1.44 (s, 9H); 13C NMR (300 MHz, CDC13): delta 174.34, 137.57, 129.39, 128.41 , 126.65, 81.12, 56.33, 41.29, 28.00; LRMS (ESI): calcd for: Ci3Hi9N02 [M + H]+ = 222.1 , obsd [M + H]+ = 222.1 , [M + Na]+ = 244.1 , obsd [M + Na]+ = 244.1.

With the complex challenges of chemical substances, we look forward to future research findings about 673-06-3,belong chiral-catalyst compound

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; YIN, Hang; CHENG, Kui; WO2012/99785; (2012); A2;,
Chiral Catalysts
Chiral catalysts – SlideShare

Name is D-Phenylalanine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 673-06-3, its synthesis route is as follows.,673-06-3

EXAMPLE I Preparation of R-2-bromo-3-phenylpropionic acid 46.0 ml of water was introduced into a 1-litre double-walled glass reactor connected to a cooling medium. 275.5 g of 48% HBr was added. The jacket cooling and stirring were started. Subsequently, 67.7 g of 45% KOH was slowly added. The reaction mixture was cooled to 30-40 C. 45.0 g of D-phenylalanine was added to the reaction mixture. Next, 213 ml of toluene was added to the reaction mixture. The reaction mixture was cooled to 3 C. In 6 hours 95.9 g of NaNO2, a 30% solution in water, was added to the reaction mixture. The temperature was kept at 5 C. After the reaction stirring was continued for 3 hours at 3 C. The reaction mixture was heated to 20 C. Stirring was stopped and the aqueous phase was separated off. Then the toluene phase was extracted twice with 95 ml of water. The reaction mixture was heated to 70 C. and a 100 mbar vacuum was created using a vacuum pump. The water was removed by distillation using a Dean Stark apparatus until the toluene phase was free of water. Yield: 84.0% R-2-bromo-3-phenylpropionic acid in the toluene solution, relative to D-phenylalanine.

With the complex challenges of chemical substances, we look forward to future research findings about D-Phenylalanine

Reference£º
Patent; Lommen, Franciscus Alphons Marie; Koller, Helmut; Scherubl, Herbert; US2003/125575; (2003); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.673-06-3,D-Phenylalanine,as a common compound, the synthetic route is as follows.

673-06-3, General procedure: D-amino acid (10 mmol) was dissolved in 60 mL of dry methanol. Under an argon atmospherepotassium carbonate (40 mmol) and CuSO4 ¡Á 5H2O (0.1 mmol) were added and the mixture wasstirred for 15 min. 1H-imidazole-1-sulfonyl azide hydrochloride (12 mmol) was added over a periodof 30 min and the resulting mixture was stirred for 17 h at ambient temperature and under an argonatmosphere. Methanol was removed under reduced pressure and 50 mL of water was added to thecrude product. The pH was adjusted to 3 with 1 M HCl and extracted with ethyl acetate (3 ¡Á 40 mL).The organic phase was washed with brine (1 ¡Á 30 mL), dried with Na2SO4 and evaporated underreduced pressure, and the resulting oil residue was purified by flash column chromatography (SiO2)eluting with dichloromethane and methanol with 1% of acetic acid

As the paragraph descriping shows that 673-06-3 is playing an increasingly important role.

Reference£º
Article; ?ula, Ale?; B?dziak, Izabela; Kikelj, Danijel; Ila?, Janez; Marine Drugs; vol. 16; 11; (2018);,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.673-06-3,D-Phenylalanine,as a common compound, the synthetic route is as follows.

673-06-3, Preparation of R-2-bromo-3-phenylpropionic Acid 46.0 ml water was supplied to a 1-litre double-walled glass reactor connected to a coolant. 275.5 g HBr 48% was added. Jacket cooling and stirring were started. Subsequently 67.7 gram KOH 45% was slowly added. The reaction mixture was cooled to 30-40 C. 45.0 g D-phenylalanine was added to the reaction mixture. Subsequently 213 ml toluene was added to the reaction mixture. The reaction mixture was cooled to 3 C. 95.9 g 30% NaNO2 solution in water was metered into the reaction mixture in 6 hours. The temperature was kept at 5 C. After the reaction stirring was continued for 3 hours at 3 C. The reaction mixture was heated to 20 C. Stirring was stopped and the aqueous phase was separated off. Then the toluene phase was additionally extracted two times with 95 ml water. The reaction mixture was heated to 70 C. and with the aid of a vacuum pump it was brought under a 100 mbar vacuum. Using a Dean-Stark setup the water was distilled off until the toluene phase was water-free. Yield: 84.0% R-2-bromo-3-phenylpropionic acid in the toluene solution, relative to D-phenylalanine.

The synthetic route of 673-06-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Lommen, Franciscus Alphons Marie; Koller, Helmut; Scherubl, Herbert; US2003/120102; (2003); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.673-06-3,D-Phenylalanine,as a common compound, the synthetic route is as follows.

To a dry flask were added (R) -phenylalanine (4.2 g, 25 mmol) , water (30 mL) , 1, 4-dioxane (30 mL) and sodium bicarbonate (5.1 g, 61 mmol) in turn, After stirring for 10 min, (Boc) 2O (10.1 g, 45.8 mmol) was added. The resulting mixture was stirred at rt for 24 hours. After the reaction was completed, the mixture was concentrated in vacuo to remove the solvent. The residue was diluted with water (20 mL) and EtOAc (100 mL) , and adjusted with HCl (1 M) to pH 6-7. The resulting mixture was stood to separate into layers, the organic layer was washed with saturated aqueous NaCl and dried over anhydrous sodium sulfate, filtered. The filtrate was concentrated in vacuo to remove the solvent to get the title compound as a colorless oil (6.0g, 91%) . MS (ESI, pos. ion) m/z: 288.2 [M+Na] +., 673-06-3

The synthetic route of 673-06-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Xinchang; REN, Qingyun; YAN, Guanghua; GOLDMANN, Siegfried; ZHANG, Yingjun; (253 pag.)WO2019/76310; (2019); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

673-06-3, D-Phenylalanine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

673-06-3, A mixture of 44 mL of conc. HNO3 and 34.6 mL of conc. H2SO4 was added dropwise to a solution of 50 g (0.303 mol) of L(D)-phenylalanine in 150 mL of 85% H2SO4, pre-cooled to 10C. The reaction mixture was stirred for 3 hours at 8-10C, then the reaction mixture was adjusted to pH 6 by addition of NaOH aqueous solution. The precipitate was filtered off and dried. The reaction product was recrystallized from water. Yield 91% (2), 89% (2b). mp 240C (mp 239-241C [10]). IR spectrum nu, cm-1: 3294, 2889, 1701, 1620, 1535, 1443, 1350, 880, 864, 745, 698, 525. 1 NMR spectrum (DMSO-d6), delta, ppm: 2.90-4.00 m (5H, CH, CH2, NH2), 7.55 d (2Harom, 3J 8.5 Hz), 8.15 d (2Harom, 3J 8.5 Hz). 13 NMR spectrum (DMSO-d6), delta, ppm: 40.79 (2), 57.28 (), 128.15, 129.79, 145.41, 168.48 (arom), 172.84 (). Mass spectrum (ESI), m/z: 211.0713 [M + H]+. C9H10N2O4. Calculated M210.0641.

The synthetic route of 673-06-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Tolstyakov; Tolstobrova; Zarubina; Popova; Protas; Chuprun; Trifonov; Russian Journal of Organic Chemistry; vol. 52; 11; (2016); p. 1681 – 1685; Zh. Org. Khim.; vol. 52; 11; (2016); p. 1686 – 1690,5;,
Chiral Catalysts
Chiral catalysts – SlideShare

D-Phenylalanine, cas is 673-06-3, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,673-06-3

In 50ml dried single necked flask, 0.5g(R) -2-amino-3-phenylpropanoic acid dissolved in 4ml THF and 1ml of water, At RT., add 0.127g (1.05eq) of sodium hydroxide to make alkaline, stirred for 30min,cooled to about 0 deg.C. Slowly dropped 0.727g (1.1eq) (Boc)2O in THF solution. Naturally warm to RT and react for 3h. The reaction was stopped, the low temperature regulator 3 to PH = 4 and extracted 5 times with EA and extracted,washed with water and saturated brine, dried and concentrated to give a light brown oil 412mg.

With the rapid development of chemical substances, we look forward to future research findings about D-Phenylalanine

Reference£º
Patent; Shandong Kaisen Pharmaceutical Co., Ltd.; Wu, Junjun; Li, Rui; Jiang, Xiangsheng; Song, Jiaqi; Yang, Shuangbing; Zhang, Jingyu; Zhang, Erli; (37 pag.)CN105294669; (2016); A;,
Chiral Catalysts
Chiral catalysts – SlideShare