(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-nitrophenyl)propanoic acid

• ChemBase ID: 38993
• Molecular Formular: C14H18N2O6
• Molecular Mass: 310.30252
• Monoisotopic Mass: 310.11648631
• SMILES: c1(ccc(cc1)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C)[N+](=O)[O-]
• Canonical SMILES: OC(=O)[C@H](Cc1ccc(cc1)[N+](=O)[O-])NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H18N2O6/c1-14(2,3)22-13(19)15-11(12(17)18)8-9-4-6-10(7-5-9)16(20)21/h4-7,11H,8H2,1-3H3,(H,15,19)(H,17,18)/t11-/m0/s1
• InChIKey: XBQADBXCNQPHHY-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-nitrophenyl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-nitrophenyl)propanoic acid
• Synonyms: Boc-4-nitro-L-phenylalanine; Boc-Phe(4-NO2)-OH; 4-Nitro-L-phenylalanine, N-BOC protected; Boc-4-nitro-L-phenylalanine; Boc-Phe(4-NO2)-OH; N-Boc-4-nitro-L-phenylalanine; Boc-L-4-硝基苯丙氨酸; N-Boc-4-硝基-L-苯基丙氨酸

Database IDs

• CAS Number: 33305-77-0
• EC Number: 251-450-1
• MDL Number: MFCD00038128
• Beilstein Number: 2820671
• PubChem SID: 24849347; 161002300
• PubChem CID: 7021882

CALCULATED PROPERTIES

• Acid pKa: 3.3160481
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.3420817
• LogD (pH = 7.4): -0.91295594
• Log P: 2.5096967
• Molar Refractivity: 76.3098 cm^3
• Polarizability: 29.477247 Å^3
• Polar Surface Area: 118.77 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +8±1°, c = 1% in methanol; +8 (c=1 in methanol)

Safety Information

• Storage Warning: IRRITANT; Irritant
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥99.0% (T); 95%
• Empirical Formula (Hill Notation): C14H18N2O6

DETAILS

Sigma Aldrich - 15348

Packaging
1, 5 g in glass bottle