N-hydroxy-N-[(1S,2S)-2-(N-hydroxy-3,3,3-triphenylpropanamido)cyclohexyl]-3,3,3-triphenylpropanamide

• ChemBase编号: 142711
• 分子式: C48H46N2O4
• 平均质量: 714.88984
• 单一同位素质量: 714.34575796
• SMILES: c1ccc(cc1)C(CC(=O)N([C@H]1CCCC[C@@H]1N(C(=O)CC(c1ccccc1)(c1ccccc1)c1ccccc1)O)O)(c1ccccc1)c1ccccc1
• Canonical SMILES: ON([C@H]1CCCC[C@@H]1N(C(=O)CC(c1ccccc1)(c1ccccc1)c1ccccc1)O)C(=O)CC(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C48H46N2O4/c51-45(35-47(37-21-7-1-8-22-37,38-23-9-2-10-24-38)39-25-11-3-12-26-39)49(53)43-33-19-20-34-44(43)50(54)46(52)36-48(40-27-13-4-14-28-40,41-29-15-5-16-30-41)42-31-17-6-18-32-42/h1-18,21-32,43-44,53-54H,19-20,33-36H2/t43-,44-/m0/s1
• InChIKey: VWHFLRGVWVBFFY-CXNSMIOJSA-N

名称和登记号

名称

• IUPAC标准名: N-hydroxy-N-[(1S,2S)-2-(N-hydroxy-3,3,3-triphenylpropanamido)cyclohexyl]-3,3,3-triphenylpropanamide
• IUPAC传统名: N-hydroxy-N-[(1S,2S)-2-(N-hydroxy-3,3,3-triphenylpropanamido)cyclohexyl]-3,3,3-triphenylpropanamide
• 别名: (1S,2S)-N,N′-二羟基-N,N′-双(三苯基丙酰)-环己烷-1,2-二胺; N,N′-(1S,2S)-1,2-环己二基双[N-羟基-β,β-二苯基苯丙酰胺]; (1S,2S)-N,N′-二羟基-N,N′-双(3,3,3-三苯基丙酰)-1,2-环己二胺; (S)-CBHA-TPP; (1S,2S)-N,N′-Dihydroxy-N,N′-bis(triphenylpropionyl)-cyclohexane-1,2-diamine; N,N′-(1S,2S)-1,2-cyclohexanediylbis[N-hydroxy-β,β-diphenylbenzenepropanamide]; (1S,2S)-N,N′-Dihydroxy-N,N′-bis(3,3,3-triphenylpropionyl)-1,2-cyclohexanediamine

登记号

• MDL号: MFCD11044409
• PubChem SID: 162236937
• PubChem CID: 44629938

理论计算性质

• Acid pKa: 7.801597
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 9.888365
• LogD (pH = 7.4): 9.735559
• Log P: 9.890521
• 摩尔折射率: 215.1982 cm^3
• 极化性: 83.38486 Å^3
• 极化表面积: 81.08 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: false

分子性质

理化性质

• 熔点: 217-221 °C
• 比旋光度: [α]22/D -14.0°, c = 1 in chloroform

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 95%
• Empirical Formula (Hill Notation): C48H46N2O4

详细说明

Sigma Aldrich - 700533

Application
与钒共同用于烯丙醇的不对称环氧化反应的配体1,2
包装
50 mg in glass bottle
Protocols & Applications
Asymmetric Oxidation with CHBA Ligands
Asymmetric Epoxidation of Allylic Alcohols
Asymmetric Epoxidation of Homoallylic Alcohols
Asymmetric Ketone Hydrogenation
Asymmetric Transfer Hydrogenation