(2R,3R)-2,3-bis(4-methylbenzoyloxy)butanedioic acid; 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine

• ChemBase编号: 175116
• 分子式: C30H32N2O8
• 平均质量: 548.58368
• 单一同位素质量: 548.21586599
• SMILES: c1cncc(c1)[C@@H]1CCCN1C.c1(ccc(cc1)C(=O)O[C@H]([C@@H](OC(=O)c1ccc(cc1)C)C(=O)O)C(=O)O)C
• Canonical SMILES: OC(=O)[C@@H]([C@H](C(=O)O)OC(=O)c1ccc(cc1)C)OC(=O)c1ccc(cc1)C.CN1CCC[C@H]1c1cccnc1
• InChI: InChI=1S/C20H18O8.C10H14N2/c1-11-3-7-13(8-4-11)19(25)27-15(17(21)22)16(18(23)24)28-20(26)14-9-5-12(2)6-10-14;1-12-7-3-5-10(12)9-4-2-6-11-8-9/h3-10,15-16H,1-2H3,(H,21,22)(H,23,24);2,4,6,8,10H,3,5,7H2,1H3/t15-,16-;10-/m10/s1
• InChIKey: GEGPCGHEPLKDLY-VZOQACJPSA-N

名称和登记号

名称

• IUPAC标准名: (2R,3R)-2,3-bis(4-methylbenzoyloxy)butanedioic acid; 3-[(2S)-1-methylpyrrolidin-2-yl]pyridine
• IUPAC传统名: (2R,3R)-2,3-bis(4-methylbenzoyloxy)butanedioic acid; nicoderm CQ
• 别名: S-(-)-3-(1-Methyl-2-pyrrolidinyl)pyridinium (+)-Di-p-toluoyl Tartrate; S-(-)-Nicotine Di-p-Toluoyl-D-Tartrate Salt

登记号

• CAS号: 68935-26-2
• PubChem SID: 164231026
• PubChem CID: 71751008

理论计算性质

• Acid pKa: 2.8210018
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 0.7829022
• LogD (pH = 7.4): -1.8656341
• Log P: 4.1886425
• 摩尔折射率: 95.9398 cm^3
• 极化性: 37.12853 Å^3
• 极化表面积: 127.2 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Ethanol (25 mg/ 0.5 ml yields clear solution in Ethanol); Water
• 外观: White Powder
• 熔点: 148-149°C dec.

详细说明

Toronto Research Chemicals - N422001

(-)-Nicotine Di-p-Toluoyl-D-Tartrate is used in the synthesis of optically pure Nicotine.

参考文献

• Aceto, M.D., et al.: J. Med. Chem., 22, 174 (1979)