tert-butyl N-[(1S)-2-hydroxy-1-phenylethyl]carbamate

• ChemBase ID: 146019
• Molecular Formular: C13H19NO3
• Molecular Mass: 237.29486
• Monoisotopic Mass: 237.13649347
• SMILES: CC(C)(C)OC(=O)N[C@H](CO)c1ccccc1
• Canonical SMILES: OC[C@H](c1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C13H19NO3/c1-13(2,3)17-12(16)14-11(9-15)10-7-5-4-6-8-10/h4-8,11,15H,9H2,1-3H3,(H,14,16)/t11-/m1/s1
• InChIKey: IBDIOGYTZBKRGI-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(1S)-2-hydroxy-1-phenylethyl]carbamate
• IUPAC Traditional name: tert-butyl N-[(1S)-2-hydroxy-1-phenylethyl]carbamate
• Synonyms: (S)-(+)-2-(Boc-amino)-2-phenylethanol; (+)-N-Boc-L-α-phenylglycinol; Boc-Phg-ol; N-Boc-L-alpha-phenylglycinol; (S)-tert-Butyl (2-hydroxy-1-phenylethyl)carbamate; (S)-(+)-2-(Boc-氨基)-2-苯基乙醇; (+)-N-Boc-L-α-苯甘氨醇; N-Boc-L-α-苯基甘油醇

Database IDs

• CAS Number: 117049-14-6
• MDL Number: MFCD00274206
• Beilstein Number: 4316842
• PubChem SID: 162240219; 24866893
• PubChem CID: 7016462

CALCULATED PROPERTIES

• Acid pKa: 13.968376
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.9607767
• LogD (pH = 7.4): 1.9607766
• Log P: 1.9607767
• Molar Refractivity: 65.3669 cm^3
• Polarizability: 25.738205 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 136-139 °C(lit.); 136-140 °C; 136-140°C
• Optical Rotation: [α]19/D +37°, c = 1 in chloroform; [α]20/D +39±3°, c = 1% in chloroform; +39 (c=1 in chloroform)

Safety Information

• German water hazard class: 3
• TSCA Listed: 否

Product Information

• Purity: ≥99.0% (HPLC); 98%; 99%
• Grade: puriss.
• Optical Purity: ee: 99% (GLC); enantiomeric ratio: ≥99.5:0.5 (HPLC)
• Linear Formula: (CH3)3CO2CNHCH(C6H5)CH2OH

DETAILS

Sigma Aldrich - 429821

Packaging
1 g in glass bottle