tert-butyl N-(2-amino-1-phenylethyl)carbamate

• ChemBase ID: 143395
• Molecular Formular: C13H20N2O2
• Molecular Mass: 236.3101
• Monoisotopic Mass: 236.15247789
• SMILES: CC(C)(C)OC(=O)NC(CN)c1ccccc1
• Canonical SMILES: NCC(c1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C13H20N2O2/c1-13(2,3)17-12(16)15-11(9-14)10-7-5-4-6-8-10/h4-8,11H,9,14H2,1-3H3,(H,15,16)
• InChIKey: IJALRZPKODHZOR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-(2-amino-1-phenylethyl)carbamate
• IUPAC Traditional name: tert-butyl N-(2-amino-1-phenylethyl)carbamate
• Synonyms: 1,1-Dimethylethyl (2-amino-1-phenylethyl)carbamate; (2-Amino-1-phenyl-ethyl)carbamic acid tert-butyl ester; 2-(Boc-amino)-2-phenylethanamine; tert-Butyl-(2-amino-1-phenylethyl)carbamate; α-(Boc-amino)phenethylamine; tert-butyl N-(2-amino-1-phenylethyl)carbamate; (2-氨基-1-苯基-乙基)-氨基甲酸叔丁酯; 2-(Boc-氨基)-2-苯乙胺; 叔丁基-(2-氨基-1-苯乙基)氨基甲酸酯; α-(Boc-氨基)苯乙胺

Database IDs

• CAS Number: 142910-85-8
• MDL Number: MFCD09027881
• PubChem SID: 162237615
• PubChem CID: 16740609

CALCULATED PROPERTIES

• Acid pKa: 14.328366
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.9672584
• LogD (pH = 7.4): 0.5090983
• Log P: 1.853895
• Molar Refractivity: 67.0244 cm^3
• Polarizability: 26.641174 Å^3
• Polar Surface Area: 64.35 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 65 - 67°C; 85-90 °C
• Hydrophobicity(logP): 2.083

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-37/38-41
• Safety Statements: 26-39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C13H20N2O2

DETAILS

Sigma Aldrich - 709662

Packaging
250 mg in glass bottle
Application
Reactant for:
• Preparation of γ-lactams from carboxylic acids and amines via UDC (Ugi/De-BOC/Cyclize) strategy using isonitriles1