Downstream synthetic route of D-Phenylalanine

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO171,mainly used in chemical industry, its synthesis route is as follows.,673-06-3

(a) 10 g of D-phenylalanine was suspended in 180 ml of dioxane/water (2:1), and 20.2 ml of 3 N sodium hydroxide aqueous solution added thereto under ice cooling. Next, 4.5 ml of a solution of 14.5 g of di-tert-butyl dicarbonate in tetrahydrofuran (THF) was added to the reaction mixture and the mixture stirred overnight. After distilling the solvent from the reaction mixture, 5% potassium bisulfate solution was added to the residue to adjust the pH value to 2 to 3. The reaction mixture was extracted three times with ethyl acetate, the ethyl acetate extracts combined, and the combined extract washed with water and a saturated sodium chloride aqueous solution. The ethyl acetate extract was dried over anhydrous magnesium sulfate, and the solvent distilled off under reduced pressure to obtain 17 g of N-tert-butoxycarbonyl-D-phenylalanine as a colorless oil. Rf = 0.56 (chloroform/methanol/acetic acid = 10: 1: 0.1)

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

Reference£º
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP454302; (1991); A2;,
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Share a compound : 673-06-3

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

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

EXAMPLE 89 (2R)-2-Hydroxy-3-phenylpropanoic acid (J. Med. Chem., 23, 666) Following the procedure of Johnson, 1980, D-phenylalanine (16.5 g, 100 mmol) was dissolved in 1N H2 SO4 (150 ml) and cooled to 0 C. A solution of NaNO2 (10.5 g, 150 mmol) in water (50 ml) was added dropwise. The mixture was stirred for 2 h at 0 C. and for 3 h at 25 C. The product was extracted into ether (5*100 ml) and the combined ether extracts were dried over Na2 SO4 and concentrated in vacuo to about 100 ml. Hexane (300 ml) was added and the product which crystallized out was collected by vacuum filtration to afford the title compound as a colorless solid (9 g, 54%); mp=124-125 C.

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

Reference£º
Patent; Abbott Laboratories; US5164388; (1992); A;,
Chiral Catalysts
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Downstream synthetic route of D-Phenylalanine

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO410,mainly used in chemical industry, its synthesis route is as follows.,673-06-3

General procedure: A 60 ml of aqueous solution of sodium nitrite (20.7 g, 0.3 mol) was added into a stirred and ice-cooled solution of D-amino acids (9A-C, G, 50 mmol) in 1 M H2SO4 (100 ml, 0.1 mol) over 3 h, and the mixture was stirred for 24 h at room temperature until the completion of the reaction (monitored by ninhydrin). The mixture was adjusted to pH 6 with solid NaHCO3 and then to pH 3 with concentrated HCl followed by freeze-drying. The resulting residue was extracted with hot acetone (4¡Á100 ml), and the extracts were concentrated and dried to offer colorless oil, to which ether (200 ml) was added and filtrated to remove insoluble solids, the filtrate was concentrated and re-crystallized in ether/hexanes mixture to afford 10(A-C, G) as white crystalline, yield 82%-92%.

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; Jia, Chao; Yang, Ke-Wu; Liu, Cheng-Cheng; Feng, Lei; Xiao, Jian-Min; Zhou, Li-Sheng; Zhang, Yi-Lin; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 482 – 484;,
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Analyzing the synthesis route of 673-06-3

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

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: The amino acid of configuration (R)- (39.3 mmol) is solubilized in 50 ml of water. At 0 C., KBr (3.5 eq, 31.8 g) and then H2SO4 (7.73 ml), respectively, are added dropwise, while maintaining the temperature below 5 C. The mixture is cooled to -10 C. and NaNO2 (1.3 eq, 3.59 g) solubilized in 17 ml of water is added dropwise. The mixture is stirred for 2 hours at -5 C. (0196) After returning to room temperature, the mixture is extracted with CH2Cl2 (2¡Á50 ml). The organic phase is washed with H2O, saturated NaCl, dried on Na2SO4 to yield the expected product of configuration (R). (0197) 3a R2=CH2Ph: light yellow oil; (Yield: 50%); Rf (CH2Cl2/MeOH): 0.62 (0198) NMR (CDCl3, 200 MHz): 3.15-3.40 (2H, dd); 4.69 (1H, m); 7.20-7.40 (5H, m)

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

Reference£º
Patent; PHARMALEADS; ROQUES, Bernard Pierre; FOURNIE-ZALUSKI, Marie-Claude; PORAS, Herve; US2015/299116; (2015); A1;,
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Analyzing the synthesis route of 673-06-3

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

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, 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.

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

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;,
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Extracurricular laboratory: Synthetic route of 673-06-3

As the rapid development of chemical substances, we look forward to future research findings about 673-06-3

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

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 rapid development of chemical substances, we look forward to future research findings about 673-06-3

Reference£º
Article; ?ula, Ale?; B?dziak, Izabela; Kikelj, Danijel; Ila?, Janez; Marine Drugs; vol. 16; 11; (2018);,
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Application of 6-Bromo-1,2,3,4-tetrahydroquinoline

As the rapid development of chemical substances, we look forward to future research findings about 673-06-3

A common heterocyclic compound, the chiral-catalyst compound, name is D-Phenylalanine,cas is 673-06-3, mainly used in chemical industry, its synthesis route is as follows.,673-06-3

General procedure: Amino acid or peptide (1 mmol) was added with stirring to a solution of guanidine hydrochloride (15 mol%) and di-tert-butyl dicarbonate (2.5-3 mmol) in EtOH (1 mL), at 35-40C. The reaction mixture was continued to stir until a clear solution was obtained. EtOH was evaporated under vacuum and the residue was successively washed with water (2 mL) and hexane or petroleum ether (2 mL) to afford almost pure N-Boc amino acids or N-Boc peptides. If necessary, the crude products could be recrystallized for further purification.

As the rapid development of chemical substances, we look forward to future research findings about 673-06-3

Reference£º
Article; Jahani, Fatemeh; Tajbakhsh, Mahmood; Golchoubian, Hamid; Khaksar, Samad; Tetrahedron Letters; vol. 52; 12; (2011); p. 1260 – 1264;,
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Downstream synthetic route of 673-06-3

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

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, General procedure: L-Phenylalanine (1.5 g, 9.08 mmol, 1eq.) was suspended in 30 mL of NaOH (0.39 g, 9.98 mmol, 1.1 eq.) solution and the reaction mixture was diluted with tert-butanol. To this, di-tert-butyl pyrocarbonate (2.63 mL, 10.89 mmol, 1.2 eq) was added drop-wise with constant stirring. Reaction mixture was stirred at room temperature for overnight. Next day the reaction mixture was extracted with pentane and the organic phase is extracted with saturated NaHCO3 solution (315 mL). The combined aqueous layer was acidified to pH 2 with 1N HCl solution. The acidified layer was extracted with ethyl acetate (3×25 mL) and washed with brine solution (2×15 mL). The organic layer was dried over anhydrous sodium sulphate and concentrated to give the product (2.1 g, 87.5 % yield)

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

Reference£º
Article; Kumar, Vikas; Krishna, K. Vijaya; Khanna, Shruti; Joshi, Khashti Ballabh; Tetrahedron; vol. 72; 35; (2016); p. 5369 – 5376;,
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Analyzing the synthesis route of 673-06-3

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

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, EMBODIMENT 1 N-(BENZYLOXYCARBONYL)-D-PHENYLALANINE A 15.0 g sample of D-phenylalanine was dissolved in 45 ml of aqueous solution containing 7.26 g of 50% sodium hydroxide. This solution was stirred at 0-10 C. as 16.3 g of benzyl chloroformate was added rapidly in portions. The resulting reaction was mildly exothermic, and shortly after addition, solids precipitated. An additional 45 ml of water and 3.63 g of 50% sodium hydroxide were added, causing most of the solids to redissolve. The reaction mixture was stirred for 20 minutes and then acidified with 6 N hydrochloric acid. The resulting solids were filtered, washed with water and then with hexane, and dried by suction and then under vacuum to give 47 g of white solids. These solids dissolved in ether were washed twice with 1 N hydrochloric acid and then with water, dried over MgSO4 and stripped to 35 C. at 2.5 mm Hg to give 27.7 g of the desired product as a colorless oil.

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

Reference£º
Patent; Shell Oil Company; US4594196; (1986); A;,
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Application of (S)-(1-Ethylpyrrolidin-2-yl)methanamine

As the rapid development of chemical substances, we look forward to future research findings about 673-06-3

A common heterocyclic compound, the chiral-catalyst compound, name is D-Phenylalanine,cas is 673-06-3, mainly used in chemical industry, its synthesis route is as follows.,673-06-3

EXAMPLE 1 (R)-2-Bromo-3-phenylpropanoic Acid Sodium nitrite (27 g in water) is added at 0 C. to a solution of D-phenylalanine (40 g) in a mixture of 48% hydrobromic acid/water (1:1 by volume). The mixture is stirred for 30 minutes at 0 C. and then for 2 hours 30 minutes at a temperature close to 0 C. The reaction mixture is extracted with ether. The organic extracts are washed with water and a saturated sodium chloride solution and then dried over sodium sulphate. After filtration and concentration to dryness, the obtained residue is purified by distillation. (R)-2-Bromo-3-phenylpropanoic acid (33 g) is obtained which has the following characteristics: B.p.1kPa =154 C.; Rf =0.47 (methylene chloride/methanol). The yield is 60%.

As the rapid development of chemical substances, we look forward to future research findings about 673-06-3

Reference£º
Patent; Institut National de la Sante et de la Recherche Medicale (INSERM); US5591891; (1997); A;,
Chiral Catalysts
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