Downstream synthetic route of D-Phenylalanine

The chemical industry reduces the impact on the environment during synthesis,673-06-3,D-Phenylalanine,I believe this compound will play a more active role in future production and life.

673-06-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. D-Phenylalanine, cas is 673-06-3,the chiral-catalyst compound, it is a common compound, a new synthetic route is introduced below.

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.

The chemical industry reduces the impact on the environment during synthesis,673-06-3,D-Phenylalanine,I believe this compound will play a more active role in future production and life.

Reference£º
Article; Lim, Changjin; Molecules; vol. 24; 19; (2019);,
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Share a compound : D-Phenylalanine

673-06-3, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,673-06-3 ,D-Phenylalanine, other downstream synthetic routes, hurry up and to see

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

EXAMPLE A (R)-2-Bromo-3-phenylpropanoic Acid Sodium nitrite (27 g in water) is added at 0C 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 0C and then for 2 hours 30 minutes at a temperature close to 20C. The reaction mixture is extracted with ether. The organic extracts are washed with water and then with 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.1 kPa= 154C; Rf= 0.47 (methylene chloride/methanol). The yield is 60%.

673-06-3, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,673-06-3 ,D-Phenylalanine, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; INSTITUT NATIONAL DE LA SANTE ET DE LA, RECHERCHE MEDICALE (INSERM); EP524553; (1993); A1;,
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Simple exploration of 673-06-3

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

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, 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 6N 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 1N 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.

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

Reference£º
Patent; Shell Oil Company; US4560515; (1985); A;,
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Share a compound : 673-06-3

673-06-3 is used more and more widely, 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

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.

673-06-3 is used more and more widely, we look forward to future research findings about D-Phenylalanine

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

To a stirred solution of D-Phenylalanine (15 g, 90.80 mmol, 1 equiv.) in 5% aqueous NaHCO3 (800 mL)at room temperature was added benzyl chloroformate (15.34 mL, 108.97 mmol, 1.2 equiv.) and resultingmixture was allowed to stir for 12 h. Diethyl ether (200 mL) was added to remove the excess of benzylchloroformate. Aqueous layer was acidified with 6 N hydrochloric acid to pH 1 and extracted with ethylacetate (300 mL ¡Á 3). Combined organic layers were dried with anhydrous MgSO4, filtered andconcentrated under reduced pressure to give compound 11 (27 g) as a white solid in quantitative yield.The product was directly used for next step without any further purification., 673-06-3

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

Reference£º
Article; Wan, Yang; Stanovych, Andrii; Gori, Didier; Zirah, Severine; Kouklovsky, Cyrille; Alezra, Valerie; European Journal of Medicinal Chemistry; vol. 149; (2018); p. 122 – 128;,
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The important role of 673-06-3

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

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

Step A. Preparation of Nalpha-(4-methylbenzenesulfonyl)-D-phenylalanine D-phenylalanine was reacted with 4-methylbenzenesulfonyl chloride under the conditions used in general procedure A giving the title compound which was recrystallized from ether (18%). LC-MS: 318 (M-H)-, 98% pure.

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

Reference£º
Patent; Stranix, Brent Richard; Sauve, Gilles; Bouzide, Abderrahim; Cote, Alexandre; Berube, Gervais; Soucy, Patrick; Zhao, Yongsen; Yelle, Jocelyn; US2002/151546; (2002); A1;,
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Some tips on 673-06-3

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

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.

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%., 673-06-3

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

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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Brief introduction of 673-06-3

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: C8H14ClNO52,mainly used in chemical industry, its synthesis route is as follows.,673-06-3

The reaction of bromobenzene (0.158 g, 1.0mmol), D-phenylalanine (0.247 g, 1.5 mmol), copper powder (0.0064 g, 0.1 mmol),MI (0.036 g, 0.2 mmol), Cs2CO3 (0.977 g, 3.0 mmol), TBAHS (0.068 g, 0.2 mmol)produced 0.200 g (83%) of phenyl-D-phenylalanine as a white solid.

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; Zhou, Qifan; Du, Fangyu; Chen, Yuanguang; Fu, Yang; Chen, Guoliang; Tetrahedron Letters; vol. 60; 29; (2019); p. 1938 – 1941;,
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New learning discoveries about 673-06-3

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

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

The 10mmolD-phenylalanie dissolved in 50 ml tetrahydrofuran, ice water bath to 0 C left and right, add triethylamine 20mmol. Then the 15mmol (Boc)2O into to the above-mentioned solution. 0 C left and right, reaction 60 min, then room temperature reaction 15h, after the reaction. The reaction solution with ethyl acetate extraction 2-3 time, remove the upper layer, pH is adjusted with acid, then dichloromethane is used for extraction 2-3 time. Merging the lower organic phase, dried with anhydrous sodium sulfate, concentrated solvent, get intermediate 1

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

Reference£º
Patent; Zunyi Medical College; Yang, Jiaqiang; Yang, Juan; Ceng, Fakui; Li, Peng; (9 pag.)CN105503947; (2016); A;,
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Analyzing the synthesis route of 673-06-3

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 belong chiral-catalyst compound,D-Phenylalanine,673-06-3,Molecular formula: C9H11NO2,mainly used in chemical industry, its synthesis route is as follows.,673-06-3

General procedure: Both L- and D-alpha-bromo-phenylalanine were synthesized using 1.6 eq sodium nitrite in a 48% HBr/H 2 O solution as described by Baidola et. al 9 . L-alpha-bromo-tryptophan and DL-1-alpha-bromo-naphthylalanine were both synthesized with 1.9 eq sodium nitrite and 3.7 eq KBr in 4.4 eq 0.75M HBr as defined by Souers et. al 1 . Additional information regarding synthesis is given below.

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; Samuels, Eric R.; Sevrioukova, Irina F.; Tetrahedron Letters; vol. 59; 12; (2018); p. 1140 – 1142;,
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