(2S,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one

• ChemBase编号: 139838
• 分子式: C16H18N2O2
• 平均质量: 270.32632
• 单一同位素质量: 270.13682783
• SMILES: Cc1ccc(o1)[C@H]1N[C@H](C(=O)N1C)Cc1ccccc1
• Canonical SMILES: Cc1ccc(o1)[C@H]1N[C@H](C(=O)N1C)Cc1ccccc1
• InChI: InChI=1S/C16H18N2O2/c1-11-8-9-14(20-11)15-17-13(16(19)18(15)2)10-12-6-4-3-5-7-12/h3-9,13,15,17H,10H2,1-2H3/t13-,15-/m0/s1
• InChIKey: IQIMPHPFMHVWBZ-ZFWWWQNUSA-N

名称和登记号

名称

• IUPAC标准名: (2S,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one
• IUPAC传统名: (2S,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one
• 别名: (2S,5S)-3-甲基-2-(5-甲基-2-呋喃基)-5-(苯甲基)-4-咪唑烷酮; (2S,5S)-(-)-5-苄基-3-甲基-2-(5-甲基-2-呋喃基)-4-咪唑烷酮; (2S,5S)-3-Methyl-2-(5-methyl-2-furanyl)-5-(phenylmethyl)-4-imidazolidinone; (2S,5S)-(-)-5-Benzyl-3-methyl-2-(5-methyl-2-furyl)-4-imidazolidinone; (2s,5s)-(-)-5-benzyl-3-methyl-2-(5-methyl-2-furyl)-4-imidazolidinone

登记号

• CAS号: 415678-40-9
• MDL号: MFCD08457653
• PubChem SID: 24884991; 162234086
• PubChem CID: 11303220

理论计算性质

• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 2.281614
• LogD (pH = 7.4): 2.2891424
• Log P: 2.2892392
• 摩尔折射率: 76.4283 cm^3
• 极化性: 29.758656 Å^3
• 极化表面积: 45.48 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 闪点: >110 °C; >230 °F
• 折射率: n20/D 1.5598

安全信息

• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 25-36/37/38
• 安全公开号: 26-36-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H315-H319-H335
• GHS警示性声明: P261-P301 + P310-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

产品相关信息

• 纯度: 95%; 98%
• Empirical Formula (Hill Notation): C16H18N2O2

详细说明

Sigma Aldrich - 668540

Application
用于和简单 α,β-不饱和酮发生 Diels-Alder 反应的高选择性有机催化剂。4
Catalyst for:
• Enantioselective organocatalytic transfer hydrogenation of cycloalkenones with tert-Bu Hantzsch ester as source of hydrogen1
• Alkylation of indoles with an α,β-disubstituted α,β-unsaturated aldehyde in the enantioselective preparation of a selective serotonin reuptake inhibitor2
• MacMillan reaction3
包装
1 g in glass bottle
250 mg in glass bottle
Legal Information
适用美国专利 6,369,243 和相关专利。仅供研究使用。
Protocols & Applications
Metal-free Asymmetric Catalysis using Macmillan Imidazolidinone Organocatalysts