(3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide

• ChemBase编号: 68402
• 分子式: C14H26N2O
• 平均质量: 238.36904
• 单一同位素质量: 238.20451346
• SMILES: C1N[C@@H](C[C@@H]2CCCC[C@H]12)C(=O)NC(C)(C)C
• Canonical SMILES: O=C([C@H]1NC[C@@H]2[C@H](C1)CCCC2)NC(C)(C)C
• InChI: InChI=1S/C14H26N2O/c1-14(2,3)16-13(17)12-8-10-6-4-5-7-11(10)9-15-12/h10-12,15H,4-9H2,1-3H3,(H,16,17)/t10-,11+,12-/m0/s1
• InChIKey: UPZBXVBPICTBDP-TUAOUCFPSA-N

名称和登记号

名称

• IUPAC标准名: (3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide
• IUPAC传统名: (3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide
• 别名: [3S-(3α,4aβ,8aβ)]-N-(叔丁基)十氢-3-异喹啉甲酰胺; (3S,4AS,8aS)-N-(tert-Butyl)decahydroisoquinoline-3-carboxamide; [3S-(3α,4aβ,8aβ)]-N-(tert-Butyl)decahydro-3-isoquinolinecarboxamide; (3S,4aS,8aS)-N-(1,1-Dimethylethyl)decahydro-3-isoquinolinecarboxamide; (S,S,S)-N-tert-Butyldecahydroisoquinoline-3-carboxamide; (3S,4aS,8aS)-Decahydro-N-t-butyl-3-isoquinolinecarboxamide; N-(tert-butyl)decahydroisoquinoline-3-carboxamide

登记号

• CAS号: 168899-60-3; 136465-81-1
• MDL号: MFCD01313226
• PubChem SID: 24870541; 162034133
• PubChem CID: 454736

理论计算性质

• Acid pKa: 15.833718
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): -1.1776088
• LogD (pH = 7.4): 0.23290724
• Log P: 1.8955237
• 摩尔折射率: 69.6098 cm^3
• 极化性: 27.793371 Å^3
• 极化表面积: 41.13 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Ethanol; Methanol
• 外观: Off-White Solid
• 熔点: 109-111°C; 112-115 °C(lit.)
• 比旋光度: [α]22/D -71°, c = 1 in methanol

安全信息

• 保存注意事项: IRRITANT
• 德国WGK号: 3
• TSCA收录: false

产品相关信息

• 纯度: 95%; 95+%; 98%
• Empirical Formula (Hill Notation): C14H26N2O

详细说明

Sigma Aldrich - 468916

包装
1, 5 g in glass bottle
Application
各种 HIV-1 蛋白酶抑制剂中存在的片段，目前在临床试验上用于艾滋病的治疗。1,2

Toronto Research Chemicals - D211100

Intermediate in the production of HIV protease inhibitors

参考文献

• Zhou, L, et al.: Chem. Pharm. Bull., 56, 1147 (2008)
• Cunico, W., et al.: Lett. Drug Des. Discov., 5, 178 (2008)
• Righi, G., et al.: Bioorg. Med. Chem., 16, 902 (2008)