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

• ChemBase ID: 103066
• 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-/m0/s1
• InChIKey: AYMLQYFMYHISQO-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-imidazol-4-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-imidazol-4-yl)propanoic acid
• Synonyms: Nα-(tert-Butoxycarbonyl)-L-histidine; Nα-Boc-L-histidine; Boc-His-OH; Boc-His-OH; N_α-(tert-Butoxycarbonyl)-L-histidine; N-α-t-BOC-L-HISTIDINE; N(alpha)-tert-Butoxycarbonyl-L-histidine; N(alpha)-Boc-L-histidine; Nα-(叔丁氧羰基)-L-组氨酸; Nα-Boc-L-组氨酸; N(α)-Boc-L-组氨酸

Database IDs

• CAS Number: 17791-52-5
• EC Number: 241-768-9
• MDL Number: MFCD00065576
• Beilstein Number: 755289
• PubChem SID: 24865569; 162091244
• PubChem CID: 87308

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: ~195 °C (dec.); 195 °C (dec.)(lit.); ca 198°C dec.
• Optical Rotation: [α]20/D +26±1°, c = 1% in methanol; [α]20/D +26°, c = 1 in methanol; +26 (c=1 in methanol)

Safety Information

• Storage Condition: 0°C, Protect from light
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (T); 98+%; 99%
• Grade: puriss.
• Empirical Formula (Hill Notation): C11H17N3O4

DETAILS

MP Biomedicals - 02150496

Crystalline

Sigma Aldrich - 408433

Packaging
5 g in glass bottle