methyl 2-{[(tert-butoxy)carbonyl]amino}prop-2-enoate

• ChemBase ID: 68448
• Molecular Formular: C9H15NO4
• Molecular Mass: 201.2197
• Monoisotopic Mass: 201.10010797
• SMILES: C(=O)(C(=C)NC(=O)OC(C)(C)C)OC
• Canonical SMILES: COC(=O)C(=C)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C9H15NO4/c1-6(7(11)13-5)10-8(12)14-9(2,3)4/h1H2,2-5H3,(H,10,12)
• InChIKey: MGBHVVGQPZDMHA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-{[(tert-butoxy)carbonyl]amino}prop-2-enoate
• IUPAC Traditional name: methyl 2-[(tert-butoxycarbonyl)amino]prop-2-enoate
• Synonyms: Methyl 2-tert-Butyloxycarbonylaminoacrylate; 2-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-propenoic Acid Methyl Ester; N-(tert-Butoxycarbonyl)dehydroalanine Methyl Ester; Methyl 2-(tert-Butoxycarbonyl)acrylate

Database IDs

• CAS Number: 55477-80-0
• MDL Number: MFCD03840371
• PubChem SID: 162034179
• PubChem CID: 10932500

CALCULATED PROPERTIES

• Acid pKa: 11.388323
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.248433
• LogD (pH = 7.4): 1.248394
• Log P: 1.2484335
• Molar Refractivity: 50.5584 cm^3
• Polarizability: 19.80442 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - M294385

Protected Acrylic Acid.

REFERENCES

• Ferreira, P., et al.: J. Enz. Inhibit. Med. Chem., 24, 967 (2009)
• Huber, T., et al.: Bioorg. Med. Chem. Lett., 19, 4427 (2009)
• Ramapanicker, R., et al.: J. Peptide Sci., 16, 123 (2009)