4-{[(tert-butoxy)carbonyl]amino}-1-methyl-1H-pyrrole-2-carboxylic acid

• ChemBase ID: 91886
• Molecular Formular: C11H16N2O4
• Molecular Mass: 240.25574
• Monoisotopic Mass: 240.111007
• SMILES: n1(c(cc(c1)NC(=O)OC(C)(C)C)C(=O)O)C
• Canonical SMILES: O=C(OC(C)(C)C)Nc1cn(c(c1)C(=O)O)C
• InChI: InChI=1S/C11H16N2O4/c1-11(2,3)17-10(16)12-7-5-8(9(14)15)13(4)6-7/h5-6H,1-4H3,(H,12,16)(H,14,15)
• InChIKey: GOLAEMFBWAIGRX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(tert-butoxy)carbonyl]amino}-1-methyl-1H-pyrrole-2-carboxylic acid
• IUPAC Traditional name: 4-[(tert-butoxycarbonyl)amino]-1-methylpyrrole-2-carboxylic acid
• Synonyms: 4-[(tert-Butoxycarbonyl)amino]-1-methyl-1H-pyrrole-2-carboxylic acid; 4-[(tert-Butoxycarbonyl)amino]-2-carboxy-1-methyl-1H-pyrrole; 4-Amino-1-methyl-1H-pyrrole-2-carboxylic acid, 4-BOC protected 97%; 4-(Boc-amino)-1-methylpyrrole-2-carboxylic acid; 4-[(tert-butoxycarbonyl)amino]-1-methyl-1H-pyrrole-2-carboxylic acid; 4-(Boc-氨基)-1-甲基吡咯-2-羧酸

Database IDs

• CAS Number: 77716-11-1
• MDL Number: MFCD02094544
• Beilstein Number: 4470648
• PubChem SID: 162078584; 24850753
• PubChem CID: 2735636

CALCULATED PROPERTIES

• Acid pKa: 3.3799298
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.34140226
• LogD (pH = 7.4): -1.6425532
• Log P: 1.7653512
• Molar Refractivity: 63.1394 cm^3
• Polarizability: 23.318846 Å^3
• Polar Surface Area: 80.56 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 156-160 °C (dec.); 156-160°C(dec.)°C

Safety Information

• Storage Warning: Harmful/Irritant
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (HPLC); 97%
• Empirical Formula (Hill Notation): C11H16N2O4

DETAILS

Sigma Aldrich - 17852

Other Notes
Unnatural amino acid for preparing heteroaromatic oligoamides for regulating gen expression in biotechnology1,2
Packaging
1 g in poly tube