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: C8H14ClNO164,mainly used in chemical industry, its synthesis 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.

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

Reference£º
Patent; Shell Oil Company; US4594196; (1986); A;,
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Analyzing the synthesis route of 22795-99-9

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

As a common heterocyclic compound, it belong chiral-catalyst compound,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,22795-99-9,Molecular formula: C7H16N2,mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

To 22 mg (0.039 mmol) of acid 164 dissolved in DMF (700 muL) was added (S)-2-aminoethyl)-1-ethylpyrrolidine (20 mg, 0.16 mmol), DIEA (27 muL, 0.16 mmol) and HBTU (44 mg, 0.12 mmol). The reaction mixture was stirred at rt for 3 h and then diluted with methanol (800 muL). The crude product was purified by HPLC and fractions containing the desired product were combined and lyophilized to afford 5 mg (20percent) of 156 as a fluffy white solid. MS (ESI(+)) m/e 677.4 (M+H)+.

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

Reference£º
Patent; Infinity Pharmaceuticals, Inc.; US2006/25460; (2006); A1;,
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Some tips on 22795-99-9

With the complex challenges of chemical substances, we look forward to future research findings about 22795-99-9,belong chiral-catalyst compound

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is (S)-(1-Ethylpyrrolidin-2-yl)methanamine, and cas is 22795-99-9, its synthesis route is as follows.,22795-99-9

0.53 g (1.5 mmol) of the compound 2a prepared in Preparation Example 7 was dissolved in 10 ml of anhydrous toluene, 0.39 ml of thionyl chloride was added,Argon gas was heated at 60 ¡ã C for 1 hour and evaporated to dryness. 10 ml of anhydrous DCM was added,(S) -2-aminomethyl-1-ethylpyrrole was added dropwise under ice-water bath, the reaction was stirred at room temperature for 8 hours, diluted with 50 ml of DCM, washed with saturated aqueous NaHCO 3,Saturated NaCl aqueous solution were washed three times, the organic layer was dried over Na2SO4, filtered and evaporated to give a yellowish oil, medium pressure silica gel column,Mobile phase petroleum ether: ethyl acetate 3: 1, the product fractions were collected and evaporated to dryness to give a yellowish oil 0.593g, yield 85.2percent.

With the complex challenges of chemical substances, we look forward to future research findings about 22795-99-9,belong chiral-catalyst compound

Reference£º
Patent; Beijing Nerve Surgical Department Institute; Liu Qian; Zhang Yazhuo; Yang Xiaoxiao; CN106366075; (2017); A;,
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Downstream synthetic route of (S)-2-(Methoxymethyl)pyrrolidine

With the complex challenges of chemical substances, we look forward to future research findings about (S)-2-(Methoxymethyl)pyrrolidine,belong chiral-catalyst compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO169,mainly used in chemical industry, its synthesis route is as follows.,63126-47-6

(S)- (+)-2- (METHOXYMETHYL) PYRROLIDINE (320 P1L, 2.59 mmol) was added to a stirred solution OF 4- (2-BROMO-ETHYL)-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ester from Step 2 (797 mg, 2.44 mmol) and TEA (360 RL, 2.58 mmol) in acetonitrile (12 mL). The yellow solution was stirred overnight at rt and concentrated under reduced pressure. The crude residue was diluted with EtOAc, washed with saturated sodium bicarbonate solution and brine, and dried with magnesium sulfate. The solvent was removed to give 591 mg (67percent) of (S)-4- [2- (2-methoxymethyl-pyrrolidin-l-yl)-ethyl]-piperidine-l-carboxylicacid benzyl ester as a yellow oil. MS (ES+) M/Z 361 (M+H).

With the complex challenges of chemical substances, we look forward to future research findings about (S)-2-(Methoxymethyl)pyrrolidine,belong chiral-catalyst compound

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/5397; (2005); A1;,
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The important role of 1121-22-8

With the complex challenges of chemical substances, we look forward to future research findings about trans-Cyclohexane-1,2-diamine

Name is trans-Cyclohexane-1,2-diamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 1121-22-8, its synthesis route is as follows.,1121-22-8

It was synthesized from 104.9 mg (64.6 mmol) of[{RuCl2(dppb)}2-m-(dppb)] [17] and 16.2 mg (141.9 mmol) of the cisand trans (¡À) 1,2-diaminocyclohexane (cydn) in CH2Cl2 (5 mL)under argon atmosphere. The result mixture was stirred for10 min at 30 C, and after that the reaction was stopped withhexane (20 mL), which produced a pale yellow solid. The remainedsolid was filtered off by cannula filtration and washed with hexane(3 10 mL) and dried under vacuum. The yield was 101.7 mg (97%).Anal. calc. (found) for C34H42N2Cl2P2Ru: C, 61.19% (60.94); H, 6.26%(6.05); N, 3.48% (3.03); 31P{1H}-NMR (202.46 MHz, CH2Cl2/D2O):delta 44.85 (two broad signals, dppb). CV (TBAH, 0.1 mol L1 CH2Cl2,25 C, scan rate 0.1 V s1): Epa 0.49 V, Epc 0.39 V, E 0.44 V,jIpa/Ipcj 1.10. IR {KBr, 1 cm1}: 3331, 3305 and 3239 (weak, nN-H),3055, 2924 and 2853 (weak,nalkyl-H), 1978, 1905, 1826, 1726 (veryweak, harmonic),1548 (medium, dNH2def.), 1497 and 1434 (medium,narom.), 1095 and 1095 (strong, nC-N), 897 (w), 796 and 743 (strong,tNH2) 696 (very strong, nRu-P), 301 and 255 (medium, nRu-Cl). UV/vis(see Fig. 1S) (CH2Cl2, 1.27 104 mol L1), l/nm (epsilon/L mol1cm1)322 (2824), 462 (313).

With the complex challenges of chemical substances, we look forward to future research findings about trans-Cyclohexane-1,2-diamine

Reference£º
Article; Nascimento, Rebecca D.; Silva, Andressa K.; Liao, Luciano M.; Deflon, Victor M.; Ueno, Leonardo T.; Dinelli, Luis R.; Bogado, Andre L.; Journal of Molecular Structure; vol. 1151; (2018); p. 277 – 285;,
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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

General procedure: K3PO4 (5.62 mmol) in DMSO (4 mL), were added Cu(OAc)2 (0.28 mmol). The flask was evacuatedand backfilled with argon for three times. The resulting suspension was heated in a 80 C oil bathwith stirring for the indicated time. The reactor was cooled to r.t., the flask was opened to air and thereaction mixture was poured into water (20 mL), extracted with ethyl acetate (20 mL ¡Á 3), andorganic layer was washed with water (20 mL ¡Á 2) and once with brine (25 mL), dried overmagnesium sulfate and concentrated in vacuo. The product was purified by column chromatographyon silica gel using petroleum ether and ethyl acetate as eluent.1-(2-Methoxyphenyl)-1H-pyrrole (3a) [30]: colorless oil (0.43 g, 88%). 1H-NMR (400 MHz, CDCl3) delta (ppm):7.30-7.23 (2H, m), 7.03-6.98 (4H, m), 6.30 (2H,

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

Reference£º
Article; Yuan, Chunling; Zhang, Lei; Zhao, Yingdai; Molecules; vol. 24; 22; (2019);,
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Downstream synthetic route of (S)-(1-Ethylpyrrolidin-2-yl)methanamine

With the complex challenges of chemical substances, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO100,mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

The method for preparing a chiral copper-iodine complex in this embodiment is as follows: a) In a 15ml centrifuge tube, add 10ml of absolute ethanol, 0.38mg of CuI, and 300ul of (S) -2- (aminomethyl) -1-ethylpyrrolidine ((S) -2- (Aminomethyl) -1 -ethylpyrrolidine), tighten the cap of the centrifuge tube.b) Shake until the raw materials of the two are mixed uniformly, and a yellow-green phosphor can be generated by irradiating with a 254nm ultraviolet lamp.c) The raw material solution was left to stand overnight, and colorless transparent crystals were found. Decant the ethanol in the centrifuge tube and wash the crystals with n-hexane to obtain a chiral copper-iodine complex crystal with a clean surface.d) Through single crystal X-ray characterization and OLEX software data analysis, the structure information of the chiral copper-iodine complex crystal is obtained, so as to obtain the coordination mode and two-core structure between copper iodine and chiral organic molecules, and the chemical formula is ((( S) -2- (Aminomethyl) -1-ethylpyrrolidine)) 2Cu2I2

With the complex challenges of chemical substances, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

Reference£º
Patent; Huazhong University of Science and Technology; Tang Jiang; Yao Li; Niu Guangda; Gao Liang; Li Jinghui; (12 pag.)CN110105378; (2019); A;,
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Downstream synthetic route of 1121-22-8

1121-22-8, The synthetic route of 1121-22-8 has been constantly updated, and we look forward to future research findings.

1121-22-8, trans-Cyclohexane-1,2-diamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of the corresponding sulfonyl chloride (26.0mmol) in 26mL of dichloromethane at 0C, was added rapidly ethyl-1,2-diamine, propyl-1,3-diamine, or (rac)-cyclohexane-1,2-diamine (10eq., 3.0M). The mixture was allowed to reach room temperature and was stirred during 10h. The crude mixture was filtered and the obtained oil was concentrated under reduced pressure. Then, 10mL of ice-water were added to the concentrated mixture and a solid appeared which was filtrated and washed with cool water and dried under vacuum for 12h.

1121-22-8, The synthetic route of 1121-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Perez, Carlos; Diaz-Garcia, C. Vanesa; Agudo-Lopez, Alba; Del Solar, Virginia; Cabrera, Silvia; Agullo-Ortuno, M. Teresa; Navarro-Ranninger, Carmen; Aleman, Jose; Lopez-Martin, Jose A.; European Journal of Medicinal Chemistry; vol. 76; (2014); p. 360 – 368;,
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The important role of 1121-22-8

With the complex challenges of chemical substances, we look forward to future research findings about trans-Cyclohexane-1,2-diamine

Name is trans-Cyclohexane-1,2-diamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 1121-22-8, its synthesis route is as follows.,1121-22-8

General procedure: To a solution of the corresponding sulfonyl chloride (26.0 mmol)in 26 mL of dichloromethane at 0 C, was added rapidly propane-1,3-diamine or (rac)-cyclohexane-1,2-diamine (10 eq., 3 M). Themixturewas allowed to reach roomtemperature andwas stirred during10 h. The crude mixture was filtered and the obtained oil was concentratedunder reduced pressure. Then, 10 mL of ice-water were addedto the concentrated mixture and a solid appeared which was filtrated and washed with cool water and dried under vacuum for 12 h.

With the complex challenges of chemical substances, we look forward to future research findings about trans-Cyclohexane-1,2-diamine

Reference£º
Article; Del Solar, Virginia; Quinones-Lombrana, Adolfo; Cabrera, Silvia; Padron, Jose M.; Rios-Luci, Carla; Alvarez-Valdes, Amparo; Navarro-Ranninger, Carmen; Aleman, Jose; Journal of Inorganic Biochemistry; vol. 127; (2013); p. 128 – 140;,
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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: 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
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