(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid

• ChemBase ID: 145254
• Molecular Formular: C40H33N3O4
• Molecular Mass: 619.70772
• Monoisotopic Mass: 619.24710655
• SMILES: c1ccc(cc1)C(c1ccccc1)(c1ccccc1)n1cc(nc1)C[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ncn(c1)C(c1ccccc1)(c1ccccc1)c1ccccc1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C40H33N3O4/c44-38(45)37(42-39(46)47-26-36-34-22-12-10-20-32(34)33-21-11-13-23-35(33)36)24-31-25-43(27-41-31)40(28-14-4-1-5-15-28,29-16-6-2-7-17-29)30-18-8-3-9-19-30/h1-23,25,27,36-37H,24,26H2,(H,42,46)(H,44,45)/t37-/m0/s1
• InChIKey: XXMYDXUIZKNHDT-QNGWXLTQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[1-(triphenylmethyl)imidazol-4-yl]propanoic acid
• Synonyms: Fmoc-His(Trt)-OH; Fmoc-his(trityl)-OH; Nα-Fmoc-N(im)-trityl-L-histidine; N-Fmoc-N-trityl-L-histidine; Fmoc-His(Trt)-OH; (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid; Nα-Fmoc-N(im)-三苯甲基-L-组氨酸; N-Fmoc-N-三苯甲基-L-组氨酸

Database IDs

• CAS Number: 109425-51-6
• MDL Number: MFCD00043332
• Beilstein Number: 5204720
• PubChem SID: 24871249; 162239462
• PubChem CID: 11422193

CALCULATED PROPERTIES

• Acid pKa: 3.5646756
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 6.6533704
• LogD (pH = 7.4): 5.544033
• Log P: 6.711
• Molar Refractivity: 181.52 cm^3
• Polarizability: 70.97769 Å^3
• Polar Surface Area: 93.45 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 150-155 °C(lit.)
• Hydrophobicity(logP): 7.263

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (sum of enantiomers, HPLC); 95%
• Empirical Formula (Hill Notation): C40H33N3O4

DETAILS

Sigma Aldrich - 531499

Packaging
5 g in glass bottle

Sigma Aldrich - 47639

Analysis Note
may contain ~1 equivalent solvent
Packaging
5, 25 g in glass bottle