tert-butyl N-[(2R)-1-hydroxy-3-phenylpropan-2-yl]carbamate

• ChemBase编号: 150435
• 分子式: C14H21NO3
• 平均质量: 251.32144
• 单一同位素质量: 251.15214354
• SMILES: CC(C)(C)OC(=O)N[C@H](Cc1ccccc1)CO
• Canonical SMILES: OC[C@@H](Cc1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H21NO3/c1-14(2,3)18-13(17)15-12(10-16)9-11-7-5-4-6-8-11/h4-8,12,16H,9-10H2,1-3H3,(H,15,17)/t12-/m1/s1
• InChIKey: LDKDMDVMMCXTMO-GFCCVEGCSA-N

名称和登记号

名称

• IUPAC标准名: tert-butyl N-[(2R)-1-hydroxy-3-phenylpropan-2-yl]carbamate
• IUPAC传统名: tert-butyl N-[(2R)-1-hydroxy-3-phenylpropan-2-yl]carbamate
• 别名: (R)-(+)-2-(叔丁氧羰基氨基)-3-苯基-1-丙醇; (R)-2-(Boc-氨基)-3-苯基-1-丙醇; N-(叔丁氧基羰基)-D-苯丙氨醇; N-Boc-D-苯丙氨醇; N-[(1R)-1-(Hydroxymethyl)-2-phenylethyl]carbamic Acid 1,1-Dimethylethyl Ester; (2R)-N-tert-Butoxycarbonyl-1-hydroxy-3-phenyl-2-propanamine; (R)-(-)-2-(tert-Butoxycarbonylamino)-3-phenyl-1-propanol; tert-Butyl [(1R)-1-Benzyl-2-hydroxyethyl]carbamate; N-Boc-D-phenylalaninol; (R)-tert-Butyl (1-hydroxy-3-phenylpropan-2-yl)carbamate; (R)-(+)-2-(tert-Butoxycarbonylamino)-3-phenyl-1-propanol; (R)-2-(Boc-amino)-3-phenyl-1-propanol; N-(tert-Butoxycarbonyl)-D-phenylalaninol; Boc-D-phenylalaninol

登记号

• CAS号: 106454-69-7
• MDL号: MFCD00216472
• Beilstein号: 4686134
• PubChem SID: 24871633; 162244596
• PubChem CID: 7019371

理论计算性质

• Acid pKa: 14.370082
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 2.2494378
• LogD (pH = 7.4): 2.2494378
• Log P: 2.2494378
• 摩尔折射率: 70.1219 cm^3
• 极化性: 27.580263 Å^3
• 极化表面积: 58.56 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Dichloromethane; Ethyl Acetate
• 外观: Off-White Solid
• 熔点: 95-98 °C; 95-98 °C(lit.)
• 比旋光度: [α]20/D +27±2°, c = 1% in methanol; [α]23/D +24°, c = 1 in chloroform

安全信息

• 德国WGK号: 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥99.0% (sum of enantiomers, TLC); 98%
• 级别: puriss.
• 线性分子式: C6H5CH2CH[NHCO2C(CH3)3]CH2OH

详细说明

Sigma Aldrich - 479594

包装
1, 5 g in glass bottle

Sigma Aldrich - 15486

Other Notes
手性结构单元；通过氧化获得的醛用于各种转化1,2,3

Toronto Research Chemicals - B661570

Protected D-Phenylalaninol, an intermediate in the preparation of (S)-Amphetamine.

参考文献

• Flentge, C., et al.: Bioorg. Med. Chem. Lett., 19, 5444 (2009)
• Ji, H., et al.: J. Med. Chem., 52, 779 (2009)