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

• ChemBase ID: 135801
• Molecular Formular: C10H16N4O4
• Molecular Mass: 256.25844
• Monoisotopic Mass: 256.11715501
• SMILES: CC(C)(C)OC(=O)N[C@@H](Cn1cncn1)C(=O)O
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)Cn1ncnc1
• InChI: InChI=1S/C10H16N4O4/c1-10(2,3)18-9(17)13-7(8(15)16)4-14-6-11-5-12-14/h5-7H,4H2,1-3H3,(H,13,17)(H,15,16)/t7-/m0/s1
• InChIKey: QIHZXRJAHXMAAU-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-1,2,4-triazol-1-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-(1,2,4-triazol-1-yl)propanoic acid
• Synonyms: (S)-2-(Boc-amino)-3-(1,2,4-triazol-1-yl)propionic acid; Boc-3-(1,2,4-triazol-1-yl)-L-alanine; Boc-3-(1,2,4-triazol-1-yl)-Ala-OH; (S)-2-(Boc-氨基)-3-(1,2,4-三氮唑-1-基)丙酸; Boc-3-(1,2,4-三氮唑-1-基)-L-丙氨酸

Database IDs

• MDL Number: MFCD07784452
• PubChem SID: 162230072; 24873465
• PubChem CID: 16213712

CALCULATED PROPERTIES

• Acid pKa: 3.4476256
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.0023232
• LogD (pH = 7.4): -3.3069127
• Log P: -0.13701795
• Molar Refractivity: 72.7882 cm^3
• Polarizability: 23.592665 Å^3
• Polar Surface Area: 106.34 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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

Product Information

• Optical Purity: ee: >99% (due to stereospecific enzymatic synthesis)
• Empirical Formula (Hill Notation): C10H16N4O4