17193-40-7 4-硝基-L-苯丙氨酸甲酯盐酸盐

词条详情加载中…

名称和标识

中文名: 4-硝基-L-苯丙氨酸甲酯盐酸盐
英文名: 4-Nitro-L-phenylalanine methyl ester hydrochloride
CAS号: 17193-40-7
分子式: C10H13ClN2O4
分子量: 260.67
中文别名: (S)-4-硝基苯基丙氨酸甲酯盐酸盐; (S)-(+)-4-硝基苯丙氨酸甲酯盐酸盐; L-对硝基苯丙氨酸甲酯盐酸盐; 对硝基苯丙氨酸甲酯盐酸盐; 4-硝基苯丙氨酸甲酯盐酸盐; (S)-4-硝基苯丙氨酸甲酯盐酸盐
英文别名: H-Phe(4-NO2)-OMe.HCl; L-4-Nitrophenylalanine methyl ester hydrochloride; H-Phe(4-NO2)-OMe·HCl; (S)-(+)-4-Nitrophenylalanine methyl ester hydrochloride; (S)-4-Nitrophenylalanine Methyl Ester Hydrochloride; (S)-Methyl 2-amino-3-(4-nitrophenyl)propanoate hydrochloride; methyl (2S)-2-amino-3-(4-nitrophenyl)propanoate,hydrochloride; L-Phenylalanine, 4-nitro-, methyl ester, hydrochloride (1:1); Methyl 4-nitro-L-phenylalaninate hydrochloride (1:1); H-Phe(4'-NO2)-OMe HCl; L-4-Nitrophenylalanine methylester hydrochloride; P-NITRO-PHENYLALANINE-OME HCL; 3-(4-Nitrophenyl)-L-alanine methylester hydrochloride; 4-Nitro-L-Phenylalanine Methyl Ester HCl; (S)-Methyl-4-Nitro Phenyl Alaninate hydrochloride; 4-Nitro-L-Phenylalanine methyl ester monohydrochloride; 4-NO2-Phe-oMe.HCL

安全说明

运输信息：冰袋运输。危险描述：危险品运输编号2811，危险等级6.1，包装类别III，海关编码29225090，存储类别11 - 可燃固体，非危险化学品。

用途与制备

化学合成；生命科学。(S)-4-硝基苯基丙氨酸甲酯盐酸盐是一种医药中间体，可用于制备5-HTIB/ID受体激动剂佐米曲普坦。有文献报道其可由L-苯丙氨酸通过两步反应制备得到。

医药

路线1

步骤: 在0℃下，将亚硫酰氯（1.03ml，14.2mmol）滴加到L-对硝基苯丙氨酸（0.995g，4.73mmol）在10ml MeOH中的悬浮液中。添加后，使形成的溶液温热至室温。将反应混合物加热回流过夜，然后浓缩。粗产物用甲醇/乙酸乙酯重结晶，得到1.012g（95％）L-对硝基苯丙氨酸甲酯盐酸盐。
条件: 0℃；12h；惰性气氛；回流
产率: 95%
参考文献: [1] Organic and Biomolecular Chemistry, 2014, vol. 12, #22, p. 3686-3700；[2] Journal of Medicinal Chemistry, 1995, vol. 38, #18, p. 3566-3580；[3] Bioorganic and Medicinal Chemistry, 2013, vol. 21, #17, p. 5407-5413；[4] Chemistry - A European Journal, 2017, vol. 23, #24, p. 5824-5829；[5] New Journal of Chemistry, 2017, vol. 41, #23, p. 14723-14729；[6] Bioorganic and Medicinal Chemistry, 2011, vol. 19, #18, p. 5352-5360；[7] Journal of Medicinal Chemistry, 1997, vol. 40, #15, p. 2347-2362；[8] Bioorganic and Medicinal Chemistry, 2010, vol. 18, #5, p. 1891-1898；[9] Journal of the Chemical Society, Perkin Transactions 2, 1984, #10, p. 1723-1728；[10] Molecular Crystals and Liquid Crystals, 1989, vol. 170, p. 245-258；[11] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, #4, p. 637-640；[12] Bioorganic and Medicinal Chemistry, 2009, vol. 17, #8, p. 3118-3125；[13] Patent: EP1227095, 2002, A2；[14] Organic and Biomolecular Chemistry, 2017, vol. 15, #7, p. 1718-1724；[15] Patent: CN106565741, 2017, A

路线2