2,5-dioxopyrrolidin-1-yl (1r,4r)-4-(propan-2-yl)cyclohexane-1-carboxylate

• ChemBase编号: 171321
• 分子式: C14H21NO4
• 平均质量: 267.32084
• 单一同位素质量: 267.14705816
• SMILES: C1[C@H](CC[C@@H](C1)C(=O)ON1C(=O)CCC1=O)C(C)C
• Canonical SMILES: CC([C@@H]1CC[C@H](CC1)C(=O)ON1C(=O)CCC1=O)C
• InChI: InChI=1S/C14H21NO4/c1-9(2)10-3-5-11(6-4-10)14(18)19-15-12(16)7-8-13(15)17/h9-11H,3-8H2,1-2H3/t10-,11-
• InChIKey: UXLRCUGBVTVSEE-XYPYZODXSA-N

名称和登记号

名称

• IUPAC标准名: 2,5-dioxopyrrolidin-1-yl (1r,4r)-4-(propan-2-yl)cyclohexane-1-carboxylate
• IUPAC传统名: 2,5-dioxopyrrolidin-1-yl (1r,4r)-4-isopropylcyclohexane-1-carboxylate
• 别名: trans-4-(1-Methylethyl)cyclohexanecarboxylic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; 4-trans-Isopropylcyclohexanecarboxylic Acid, N-Succunimidyl Ester; N-Hydroxysuccinimidyl trans-4-Isopropylcyclohexanecarboxylate

登记号

• CAS号: 183997-00-4
• PubChem SID: 164227231
• PubChem CID: 12132275

理论计算性质

• Acid pKa: 17.70829
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 2.2783487
• LogD (pH = 7.4): 2.2783487
• Log P: 2.2783487
• 摩尔折射率: 68.0979 cm^3
• 极化性: 27.161469 Å^3
• 极化表面积: 63.68 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; THF
• 外观: White Cyrstalline Solid
• 熔点: 128-130°C

详细说明

Toronto Research Chemicals - H953675

N-Hydroxysuccinimidyl trans-4-Isopropylcyclohexanecarboxylate is an intermediate used in the process for synthesizing highly enantiopure Nateglinide (N379375), a novel D-phenylalanine-derivative hypoglycemic agent

参考文献

• Takesada, H., et al.: Bioorg. Med. Chem., 5, 637 (1997)