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

• ChemBase ID: 152342
• Molecular Formular: C17H19N5O8
• Molecular Mass: 421.36146
• Monoisotopic Mass: 421.12336259
• SMILES: CC(C)(C)OC(=O)N[C@@H](Cc1cn(cn1)c1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])C(=O)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)Cc1ncn(c1)c1ccc(cc1[N+](=O)[O-])[N+](=O)[O-]
• InChI: InChI=1S/C17H19N5O8/c1-17(2,3)30-16(25)19-12(15(23)24)6-10-8-20(9-18-10)13-5-4-11(21(26)27)7-14(13)22(28)29/h4-5,7-9,12H,6H2,1-3H3,(H,19,25)(H,23,24)/t12-/m0/s1
• InChIKey: KPGVUOQMOHGHEW-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[1-(2,4-dinitrophenyl)-1H-imidazol-4-yl]propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-[1-(2,4-dinitrophenyl)imidazol-4-yl]propanoic acid
• Synonyms: Nα-Boc-N(im)-2,4-dinitrophenyl-L-histidine; Boc-His(Dnp)-OH; Boc-His(Dnp)-OH; Nα-Boc-N(im)-2,4-二硝基苯基-L-组氨酸

Database IDs

• CAS Number: 25024-53-7
• EC Number: 246-569-0
• MDL Number: MFCD00065966
• Beilstein Number: 771922
• PubChem SID: 24849265; 162246487
• PubChem CID: 90690

CALCULATED PROPERTIES

• Acid pKa: 3.0743508
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -0.3153964
• LogD (pH = 7.4): -1.4923966
• Log P: -0.2319439
• Molar Refractivity: 110.0009 cm^3
• Polarizability: 38.565453 Å^3
• Polar Surface Area: 179.73 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +61±3°, c = 1% in ethyl acetate

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+%
• Empirical Formula (Hill Notation): C17H19N5O8

DETAILS

Sigma Aldrich - 15287

Packaging
5 g in glass bottle