N-[(1R,2R)-2-amino-1,2-diphenylethyl]-4-methylbenzene-1-sulfonamide

• ChemBase编号: 68120
• 分子式: C21H22N2O2S
• 平均质量: 366.47658
• 单一同位素质量: 366.14019895
• SMILES: c1(ccc(cc1)C)S(=O)(=O)N[C@@H]([C@@H](c1ccccc1)N)c1ccccc1
• Canonical SMILES: Cc1ccc(cc1)S(=O)(=O)N[C@@H]([C@@H](c1ccccc1)N)c1ccccc1
• InChI: InChI=1S/C21H22N2O2S/c1-16-12-14-19(15-13-16)26(24,25)23-21(18-10-6-3-7-11-18)20(22)17-8-4-2-5-9-17/h2-15,20-21,23H,22H2,1H3/t20-,21-/m1/s1
• InChIKey: UOPFIWYXBIHPIP-NHCUHLMSSA-N

名称和登记号

名称

• IUPAC标准名: N-[(1R,2R)-2-amino-1,2-diphenylethyl]-4-methylbenzene-1-sulfonamide
• IUPAC传统名: N-[(1R,2R)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide
• 别名: (1R,2R)-(-)-N-对甲苯磺酰基-1,2-二苯基乙二胺; (1R,2R)-N-(对甲苯磺酰基)-1,2-二苯基乙二胺; (R,R)-N-(2-Amino-1,2-diphenylethyl)-p-toluenesulfonamide; (1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine; (1R,2R)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine; (1R,2R)-(-)-N-(p-Tolylsulfonyl)-1,2-diphenylethylenediamine; (1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine; (1R,2R)-1-Amino-2-tosylamino-1,2-diphenylethane; (1R,2R)-N-p-Toluenesulfonyl-1,2-diphenylethylenediamine; (R,R)-1,2-Diphenyl-N-(p-toluenesulfonyl)ethylenediamine; (R,R)-N-(p-Toluenesulfonyl)-1,2-diphenylethylenediamine; N-[(1R,2R)-2-Amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide; TsDPEN; [(1R,2R)-1,2-Diphenyl-2-[[(4-tolyl)sulfonyl]amino]ethyl]amine

登记号

• CAS号: 144222-34-4
• MDL号: MFCD02093428
• PubChem SID: 162033852; 24871941
• PubChem CID: 2734565

理论计算性质

• Acid pKa: 10.381595
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 1.3019855
• LogD (pH = 7.4): 2.8230658
• Log P: 3.9369535
• 摩尔折射率: 104.6692 cm^3
• 极化性: 41.771095 Å^3
• 极化表面积: 72.19 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 127-130°C; 128-131 °C(lit.)
• 比旋光度: [α]20/D -35°, c = 1 in chloroform; -31 (c=1 in chloroform)

安全信息

• 保存注意事项: IRRITANT
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36; 26-37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 95+%; 98%; 98+%
• 线性分子式: CH3C6H4SO2NHCH(C6H5)CH(C6H5)NH2

详细说明

Sigma Aldrich - 484334

包装
1 g in glass bottle

Toronto Research Chemicals - A607875

(R,R)-N-(2-Amino-1,2-diphenylethyl)-p-toluenesulfonamide is used as a catalyst in stereoselective preparation of aromatic ketone derivatives as well as other chiral organic compounds.

参考文献

• Tanis, S.P. et al.: Tetrahed. Assym., 17, 2154 (2006)
• Morris, D.J. et al.: Tetrahed. Lett., 51, 209 (2006)