(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(pyridin-3-yl)propanoic acid

• ChemBase ID: 38545
• Molecular Formular: C13H18N2O4
• Molecular Mass: 266.29302
• Monoisotopic Mass: 266.12665707
• SMILES: c1ncc(cc1)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)Cc1cccnc1
• InChI: InChI=1S/C13H18N2O4/c1-13(2,3)19-12(18)15-10(11(16)17)7-9-5-4-6-14-8-9/h4-6,8,10H,7H2,1-3H3,(H,15,18)(H,16,17)/t10-/m0/s1
• InChIKey: JLBCSWWZSSVXRQ-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(pyridin-3-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-(pyridin-3-yl)propanoic acid
• Synonyms: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(pyridin-3-yl)propanoic acid; Boc-β-(3-pyridyl)-Ala-OH; Boc-3-(3-pyridyl)-L-alanine; Boc-3-(3-pyridyl)-Ala-OH; 3-Pyridin-3-yl-D-alanine, N-BOC protected; Boc-L-3-pyridylalanine; Boc-β-(3-吡啶基)-Ala-OH; Boc-3-(3-吡啶基)-L-丙氨酸

Database IDs

• CAS Number: 98266-33-2; 117142-26-4
• MDL Number: MFCD00076901; MFCD00079681
• Beilstein Number: 7625087
• PubChem SID: 161001852; 24849014
• PubChem CID: 7020919

CALCULATED PROPERTIES

• Acid pKa: 3.6222782
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.26379013
• LogD (pH = 7.4): -1.8177664
• Log P: 0.3476448
• Molar Refractivity: 67.8324 cm^3
• Polarizability: 26.634886 Å^3
• Polar Surface Area: 88.52 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +15.5±1°, c = 1% in ethanol
• Hydrophobicity(logP): 1.093

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (TLC); 95%
• Empirical Formula (Hill Notation): C13H18N2O4

DETAILS

Sigma Aldrich - 15027

Packaging
1 g in poly tube