(2S)-3-(1-benzyl-1H-imidazol-4-yl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 102306
• Molecular Formular: C18H23N3O4
• Molecular Mass: 345.39292
• Monoisotopic Mass: 345.16885623
• SMILES: CC(C)(C)OC(=O)N[C@@H](Cc1cn(Cc2ccccc2)cn1)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1ncn(c1)Cc1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C18H23N3O4/c1-18(2,3)25-17(24)20-15(16(22)23)9-14-11-21(12-19-14)10-13-7-5-4-6-8-13/h4-8,11-12,15H,9-10H2,1-3H3,(H,20,24)(H,22,23)/t15-/m0/s1
• InChIKey: OUHPNBGKEMHUCQ-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(1-benzyl-1H-imidazol-4-yl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-(1-benzylimidazol-4-yl)-2-[(tert-butoxycarbonyl)amino]propanoic acid
• Synonyms: (2S)-3-(1-benzyl-1H-imidazol-4-yl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid; N-α-t-BOC-N-im-BENZYL-L-HISTIDINE; Boc-His(Bzl)-OH; Nα-Boc-N(im)-benzyl-L-histidine; Boc-His(Bzl)-OH; Nα-Boc-N(im)-苄基-L-组氨酸

Database IDs

• CAS Number: 20898-44-6
• EC Number: 244-105-1
• MDL Number: MFCD00066093
• Beilstein Number: 710413
• PubChem SID: 162088465; 24849519
• PubChem CID: 6993429

CALCULATED PROPERTIES

• Polar Surface Area: 93.45 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true
• Acid pKa: 3.7147279
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1094881
• LogD (pH = 7.4): 0.08984828
• Log P: 1.1576376
• Molar Refractivity: 91.8756 cm^3
• Polarizability: 35.675552 Å^3

PROPERTIES

Physical Property

• Melting Point: 181-184 °C
• Optical Rotation: [α]20/D +23±1°, c = 1% in methanol
• Hydrophobicity(logP): 2.193

Safety Information

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

Product Information

• Purity: ≥98.0% (TLC); 95%; 95+%
• Empirical Formula (Hill Notation): C18H23N3O4

DETAILS

MP Biomedicals - 02101068

Crystalline

Sigma Aldrich - 15534

Packaging
5 g in poly bottle