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

• ChemBase ID: 38546
• Molecular Formular: C13H18N2O4
• Molecular Mass: 266.29302
• Monoisotopic Mass: 266.12665707
• SMILES: n1ccc(cc1)C[C@H](C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: OC(=O)[C@@H](Cc1ccncc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C13H18N2O4/c1-13(2,3)19-12(18)15-10(11(16)17)8-9-4-6-14-7-5-9/h4-7,10H,8H2,1-3H3,(H,15,18)(H,16,17)/t10-/m1/s1
• InChIKey: FNYWDMKESUACOU-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(pyridin-4-yl)propanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-(pyridin-4-yl)propanoic acid
• Synonyms: 3-Pyridin-4-yl-L-alanine, N-BOC protected; Boc-β-(4-pyridyl)-D-Ala-OH; Boc-3-(4-pyridyl)-D-alanine; Boc-3-(4-pyridyl)-D-Ala-OH; Boc-D-4-pyridylalanine; (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(pyridin-4-yl)propanoic acid; Boc-β-(4-吡啶基)-D-Ala-OH; Boc-3-(4-吡啶基)-D-丙氨酸

Database IDs

• CAS Number: 37535-57-2; 37535-58-3
• MDL Number: MFCD00672528; MFCD00672529
• Beilstein Number: 4195478
• PubChem SID: 24849015; 161001853
• PubChem CID: 2734503

CALCULATED PROPERTIES

• Acid pKa: 3.6310275
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.2228821
• LogD (pH = 7.4): -1.7773776
• Log P: 0.3216477
• Molar Refractivity: 67.8324 cm^3
• Polarizability: 26.63473 Å^3
• Polar Surface Area: 88.52 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 223-229 °C
• Optical Rotation: [α]20/D +4.1±0.5°, c = 0.6% in acetic acid
• Hydrophobicity(logP): 1.313

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: ≥96.0% (HPLC); 95%
• Empirical Formula (Hill Notation): C13H18N2O4

DETAILS

Sigma Aldrich - 15030

Packaging
1 g in poly bottle