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

• ChemBase编号: 69595
• 分子式: C14H21NO3
• 平均质量: 251.32144
• 单一同位素质量: 251.15214354
• SMILES: C([C@@H](NC(=O)OC(C)(C)C)Cc1ccccc1)O
• 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-/m0/s1
• InChIKey: LDKDMDVMMCXTMO-LBPRGKRZSA-N

名称和登记号

名称

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

登记号

• CAS号: 66605-57-0
• MDL号: MFCD00076976
• Beilstein号: 3652004
• PubChem SID: 162035321; 24849309; 24866394
• PubChem CID: 2733675

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: 94-96 °C(lit.); 95-98 °C
• 比旋光度: [α]20/D -27±2°, c = 1% in methanol; [α]20/D -27°, c = 1 in chloroform

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: ≥99.0% (sum of enantiomers, TLC); 95+%; 98%
• 级别: puriss.
• 光学纯度: ee: 99% (GLC)
• 线性分子式: C6H5CH2CH[NHCO2C(CH3)3]CH2OH

详细说明

Sigma Aldrich - 421685

Application
用于合成具生物化学活性的化合物。相关参考文献，请参见 Aldrichimica Acta。1
包装
10 g in glass bottle

Toronto Research Chemicals - B661565

Protected L-Phenylalaninol, an intermediate in the preparation of (R)-Amphetamine.

参考文献

• Seefeld, M., et al.: Bioorg. Med. Chem. Lett., 19, 2244 (2009)
• Ji, H., et al.: J. Med. Chem., 52, 779 (2009)