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

• ChemBase ID: 152824
• Molecular Formular: C11H17N3O4
• Molecular Mass: 255.27038
• Monoisotopic Mass: 255.12190604
• SMILES: CC(C)(C)OC(=O)N[C@H](Cc1c[nH]cn1)C(=O)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H](C(=O)O)Cc1nc[nH]c1
• InChI: InChI=1S/C11H17N3O4/c1-11(2,3)18-10(17)14-8(9(15)16)4-7-5-12-6-13-7/h5-6,8H,4H2,1-3H3,(H,12,13)(H,14,17)(H,15,16)/t8-/m1/s1
• InChIKey: AYMLQYFMYHISQO-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-imidazol-4-yl)propanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-(1H-imidazol-4-yl)propanoic acid
• Synonyms: Boc-D-His-OH; N(alpha)-tert-Butoxycarbonyl-D-histidine; N(alpha)-Boc-D-histidine; Nα-Boc-D-histidine; Boc-D-His-OH; N(α)-Boc-D-组氨酸; Nα-Boc-D-组氨酸

Database IDs

• CAS Number: 50654-94-9
• MDL Number: MFCD00037851
• Beilstein Number: 4196575
• PubChem SID: 24849100; 162246967
• PubChem CID: 2724761

CALCULATED PROPERTIES

• Acid pKa: 3.6750617
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.82565445
• LogD (pH = 7.4): -1.6825153
• Log P: -0.79240185
• Molar Refractivity: 62.3663 cm^3
• Polarizability: 24.412823 Å^3
• Polar Surface Area: 104.31 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ca 197°C dec.
• Optical Rotation: -26 (c=1 in methanol)

Safety Information

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

Product Information

• Purity: ≥98.0% (TLC); 98+%
• Empirical Formula (Hill Notation): C11H17N3O4

DETAILS

Sigma Aldrich - 15119

Packaging
1 g in poly tube