(2R)-2-amino-2-phenylethan-1-ol

• ChemBase编号: 69363
• 分子式: C8H11NO
• 平均质量: 137.17904
• 单一同位素质量: 137.08406398
• SMILES: C([C@H](N)c1ccccc1)O
• Canonical SMILES: OC[C@@H](c1ccccc1)N
• InChI: InChI=1S/C8H11NO/c9-8(6-10)7-4-2-1-3-5-7/h1-5,8,10H,6,9H2/t8-/m0/s1
• InChIKey: IJXJGQCXFSSHNL-QMMMGPOBSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-amino-2-phenylethan-1-ol
• IUPAC传统名: (2R)-2-amino-2-phenylethanol
• 别名: (R)-(-)-2-苯基甘氨醇; D-(-)-α-苯甘氨醇; (R)-2-氨基-2-苯乙醇; D-(-)-α-苯甘氨醇; (R)-(-)-2-苯甘氨醇; (R)-2-Amino-2-phenylethanol; H-D-Phg-ol; (-)-(R)-β-Aminobenzeneethanol; (2R)-2-Amino-2-phenylethanol; (R)-(-)-2-Amino-2-phenylethanol; (R)-(-)-2-Phenyl-2-aminoethanol; (R)-(-)-2-Phenylglycinol; (R)-α-Phenylglycinol; (βR)-β-Aminobenzeneethanol; D-(-)-2-Amino-2-phenylethanol; [(R)-2-Hydroxy-1-phenylethyl]amine; D-Phenylglycinol; (R)-(-)-2-Phenylglycinol; D-Phenylglycinol; (2R)-2-Amino-2-phenylethan-1-ol; L-Phenylglycinol; (2S)-2-Amino-2-phenylethan-1-ol; 2-Amino-2-phenylethanol; D-(-)-α-PHENYLGLYCINOL; D-(-)-α-Phenylglycinol; D-(-)-α-Phenylglycinol; (R)-(-)-2-Phenylglycinol; (R)-2-Amino-2-phenylethanol

登记号

• CAS号: 20989-17-7; 56613-80-0
• EC号: 260-287-5
• MDL号: MFCD00008062; MFCD00064404
• Beilstein号: 2935848
• PubChem SID: 24851431; 162035089; 24887331
• PubChem CID: 2724025

理论计算性质

• Acid pKa: 15.034467
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): -2.4697678
• LogD (pH = 7.4): -1.2631787
• Log P: 0.4686793
• 摩尔折射率: 40.4939 cm^3
• 极化性: 16.162655 Å^3
• 极化表面积: 46.25 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Aqueous HCl; Chloroform; Methanol
• 外观: White to Off-White Solid
• 熔点: 75-77 °C(lit.); 75-78°C; 76°C; 76-78°C; 76-79 °C; 77-79°C
• 比旋光度: [α]20/D -25.5±1°, c = 6% in methanol; [α]24/D -31.7°, c = 0.76 in 1 M HCl; -30 (c=0.75 in 1N HCl)
• 疏水性(logP): 0.193

安全信息

• 保存条件: Refrigerator
• 保存注意事项: Air Sensitive; IRRITANT; 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: 26-37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥98.0% (sum of enantiomers, HPLC); 95%; 95+%; 98%
• 级别: purum
• 光学纯度: ee: 99% (GLC); enantiomeric ratio: ≥99:1 (HPLC)
• 线性分子式: C6H5CH(NH2)CH2OH
• Empirical Formula (Hill Notation): C8H11NO

详细说明

MP Biomedicals - 02151836

Crystalline

MP Biomedicals - 05205021

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 190357

Application
作为合成的结构单元使用的手性 β-氨基醇。
本氨基醇可用于由三氟丙酮酸乙酯制备手性亚胺或噁唑烷。然后，可将这些中间体用于合成 α-三氟甲基脯氨酸的两种对映体。1
包装
5, 25 g in glass bottle

Sigma Aldrich - 78590

Other Notes
手性羟胺，用于通过其酰胺来拆分酸，而酰胺可通过邻基参与而温和水解1；手性助剂2,3

Toronto Research Chemicals - P327295

A chiral arylalkylamine used as organocatalysts. Used in the synthesis and chiral recognition properties of novel fluorescent chemosensors for amino acid.

参考文献

• Kristensen, T. E. et al.: Eur. J. Org. Chem., 30, 5185 (2009)
• Liu, W. et al.: You. Xua., 26, 518 (2009)
• Condensation with glutaraldehyde gives a useful intermediate in asymmetric synthesis of alkaloids: Org. Synth. Coll., 9, 176 (1998):
  
• Starting material for the enantioselective synthesis of 2,6-disubstituted piperazines: Synthesis, 833 (1996), and for chiral ɑ-amino phosphonates: Org. Synth., 75, 19 (1997).