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

• ChemBase ID: 152688
• Molecular Formular: C30H31N3O4
• Molecular Mass: 497.58484
• Monoisotopic Mass: 497.23145649
• SMILES: CC(C)(C)OC(=O)N[C@@H](Cc1cn(cn1)C(c1ccccc1)(c1ccccc1)c1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1ncn(c1)C(c1ccccc1)(c1ccccc1)c1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C30H31N3O4/c1-29(2,3)37-28(36)32-26(27(34)35)19-25-20-33(21-31-25)30(22-13-7-4-8-14-22,23-15-9-5-10-16-23)24-17-11-6-12-18-24/h4-18,20-21,26H,19H2,1-3H3,(H,32,36)(H,34,35)/t26-/m0/s1
• InChIKey: OYXZPXVCRAAKCM-SANMLTNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-[1-(triphenylmethyl)imidazol-4-yl]propanoic acid
• Synonyms: Boc-His(Trt)-OH; Nα-Boc-N(im)-trityl-L-histidine; Boc-His(Trt)-OH; (S)-2-((tert-Butoxycarbonyl)aMino)-3-(1-trityl-1H-iMidazol-4-yl)propanoic acid; Nα-Boc-N(im)-三苯甲基-L-组氨酸

Database IDs

• CAS Number: 32926-43-5
• MDL Number: MFCD00153307
• Beilstein Number: 732035
• PubChem SID: 162246831; 24849447
• PubChem CID: 13968084

CALCULATED PROPERTIES

• Acid pKa: 3.617503
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.524236
• LogD (pH = 7.4): 3.4143748
• Log P: 4.5825353
• Molar Refractivity: 142.3132 cm^3
• Polarizability: 54.811806 Å^3
• Polar Surface Area: 93.45 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~130 °C (dec.)
• Optical Rotation: [α]20/D +12.5±1.0°, c = 1% in methanol

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+%; 97%
• Empirical Formula (Hill Notation): C30H31N3O4

DETAILS

Sigma Aldrich - 15449

Packaging
1 g in glass bottle