tert-butyl N-[2-(4-hydroxyphenyl)ethyl]carbamate

• ChemBase ID: 66350
• Molecular Formular: C13H19NO3
• Molecular Mass: 237.29486
• Monoisotopic Mass: 237.13649347
• SMILES: N(CCc1ccc(cc1)O)C(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)NCCc1ccc(cc1)O
• InChI: InChI=1S/C13H19NO3/c1-13(2,3)17-12(16)14-9-8-10-4-6-11(15)7-5-10/h4-7,15H,8-9H2,1-3H3,(H,14,16)
• InChIKey: ILNOTKMMDBWGOK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[2-(4-hydroxyphenyl)ethyl]carbamate
• IUPAC Traditional name: tert-butyl N-[2-(4-hydroxyphenyl)ethyl]carbamate
• Synonyms: Boc-Tyramine; N-[2-(4-Hydroxyphenyl)ethyl]carbamic Acid 1,1-Dimethylethyl Ester; 2-(4-Hydroxyphenyl)ethylcarbamic Acid tert-Butyl Ester; 4-[2-(N-tert-Butoxycarbonylamino)ethyl]phenol; N-tert-Butoxycarbonyl Tyramine; N-Boc-2-(4-hydroxyphenyl)ethylamine; N-Boc-tyramine; N-Boc-酪胺

Database IDs

• CAS Number: 64318-28-1
• MDL Number: MFCD05864730
• PubChem SID: 162032088
• PubChem CID: 11831452

CALCULATED PROPERTIES

• Acid pKa: 9.504586
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.5761647
• LogD (pH = 7.4): 2.572827
• Log P: 2.5762076
• Molar Refractivity: 66.1403 cm^3
• Polarizability: 25.725065 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White Solid
• Melting Point: 71-75 °C

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 97%
• Empirical Formula (Hill Notation): C13H19NO3

DETAILS

Sigma Aldrich - 691550

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - B690580

Intermediate in the preparation of Thyroxin derivatives.

REFERENCES

• Yoshida, M., et al.: Chem. Pharm. Bull., 56, 1362 (2008)
• Mourer, M., et al.: Bioorg. Med. Chem., 17, 5496 (2008)