(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-oxo-4-(prop-2-en-1-yloxy)butanoic acid

• ChemBase ID: 139547
• Molecular Formular: C12H19NO6
• Molecular Mass: 273.28236
• Monoisotopic Mass: 273.12123733
• SMILES: CC(C)(C)OC(=O)N[C@@H](CC(=O)OCC=C)C(=O)O
• Canonical SMILES: C=CCOC(=O)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C12H19NO6/c1-5-6-18-9(14)7-8(10(15)16)13-11(17)19-12(2,3)4/h5,8H,1,6-7H2,2-4H3,(H,13,17)(H,15,16)/t8-/m0/s1
• InChIKey: WZMNSEVEWIDHND-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-oxo-4-(prop-2-en-1-yloxy)butanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-4-oxo-4-(prop-2-en-1-yloxy)butanoic acid
• Synonyms: Boc-L-aspartic acid 4-allyl ester; Boc-Asp(OAll)-OH; Boc-L-天冬氨酸-4-烯丙酯

Database IDs

• CAS Number: 132286-77-2
• MDL Number: MFCD00273398
• PubChem SID: 24886455; 162233795
• PubChem CID: 14779835

CALCULATED PROPERTIES

• Acid pKa: 3.8088028
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.5449759
• LogD (pH = 7.4): -2.1096
• Log P: 1.148718
• Molar Refractivity: 65.3375 cm^3
• Polarizability: 25.926044 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D -27.0±2.0°, c = 1 in DMF

Safety Information

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

Product Information

• Purity: ≥98.0%
• Impurities: 4.8-5.4% Nitrogen; 51.9-53.5% Carbon
• Empirical Formula (Hill Notation): C12H19NO6

DETAILS

Sigma Aldrich - 72814

Packaging
5, 25 g in poly bottle