methyl 2-{[(tert-butoxy)carbonyl]amino}-3-nitrobenzoate

• ChemBase ID: 174333
• Molecular Formular: C13H16N2O6
• Molecular Mass: 296.27594
• Monoisotopic Mass: 296.10083624
• SMILES: c1cc(c(c(c1)C(=O)OC)NC(=O)OC(C)(C)C)[N+](=O)[O-]
• Canonical SMILES: COC(=O)c1cccc(c1NC(=O)OC(C)(C)C)[N+](=O)[O-]
• InChI: InChI=1S/C13H16N2O6/c1-13(2,3)21-12(17)14-10-8(11(16)20-4)6-5-7-9(10)15(18)19/h5-7H,1-4H3,(H,14,17)
• InChIKey: VEDIIGMQOAWKGH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-{[(tert-butoxy)carbonyl]amino}-3-nitrobenzoate
• IUPAC Traditional name: methyl 2-[(tert-butoxycarbonyl)amino]-3-nitrobenzoate
• Synonyms: 2-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-nitrobenzoic Acid Methyl Ester; Methyl 2-(tert-Butoxycarbonylamino)-3-nitrobenzoate; Methyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate

Database IDs

• CAS Number: 57113-90-3
• MDL Number: MFCD06797690
• PubChem SID: 164230243
• PubChem CID: 9965968

CALCULATED PROPERTIES

• Acid pKa: 11.137168
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.8276672
• LogD (pH = 7.4): 2.8275926
• Log P: 2.8276682
• Molar Refractivity: 74.696 cm^3
• Polarizability: 27.859198 Å^3
• Polar Surface Area: 107.77 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Yellow Solid

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - M330010

Intermediate in the synthesis of nonpeptide angiotensin II receptor antagonists.

REFERENCES

• Kiyama, R. et al.; J. Med. Chem. 38, 2728 (1995)
• Kubo, K. et al.; J. Med. Chem. 36, 2182 (1993)