methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-{1-[(3-methyl-4-nitrophenyl)methyl]-1H-imidazol-4-yl}propanoate

• ChemBase ID: 151780
• Molecular Formular: C20H26N4O6
• Molecular Mass: 418.44364
• Monoisotopic Mass: 418.18523457
• SMILES: Cc1cc(ccc1[N+](=O)[O-])Cn1cc(nc1)C[C@@H](C(=O)OC)NC(=O)OC(C)(C)C
• Canonical SMILES: COC(=O)[C@H](Cc1ncn(c1)Cc1ccc(c(c1)C)[N+](=O)[O-])NC(=O)OC(C)(C)C
• InChI: InChI=1S/C20H26N4O6/c1-13-8-14(6-7-17(13)24(27)28)10-23-11-15(21-12-23)9-16(18(25)29-5)22-19(26)30-20(2,3)4/h6-8,11-12,16H,9-10H2,1-5H3,(H,22,26)/t16-/m0/s1
• InChIKey: QICAMETZWUJWGH-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-{1-[(3-methyl-4-nitrophenyl)methyl]-1H-imidazol-4-yl}propanoate
• IUPAC Traditional name: methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-{1-[(3-methyl-4-nitrophenyl)methyl]imidazol-4-yl}propanoate
• Synonyms: N-Boc-3-(3-methyl-4-nitrobenzyl)-L-histidine methyl ester; N-Boc-3-(3-甲基-4-硝基苄基)-L-组氨酸甲酯

Database IDs

• CAS Number: 114787-83-6
• MDL Number: MFCD03427113
• PubChem SID: 24879127; 162245927
• PubChem CID: 16217089

CALCULATED PROPERTIES

• Acid pKa: 12.905057
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.3477619
• LogD (pH = 7.4): 2.9972024
• Log P: 3.0285146
• Molar Refractivity: 109.0106 cm^3
• Polarizability: 41.467033 Å^3
• Polar Surface Area: 128.27 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 92-104 °C(lit.)
• Flash Point: 110 °C; 230 °F

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Impurities: ≤3 wt. % tert-butyl methyl ether
• Empirical Formula (Hill Notation): C20H26N4O6

DETAILS

Sigma Aldrich - 550582

Packaging
1 g in glass bottle