(3S)-3-{[(tert-butoxy)carbonyl]amino}-3-carbamoylpropanoic acid

• ChemBase ID: 152568
• Molecular Formular: C9H16N2O5
• Molecular Mass: 232.23374
• Monoisotopic Mass: 232.10592162
• SMILES: CC(C)(C)OC(=O)N[C@@H](CC(=O)O)C(=O)N
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)N)CC(=O)O
• InChI: InChI=1S/C9H16N2O5/c1-9(2,3)16-8(15)11-5(7(10)14)4-6(12)13/h5H,4H2,1-3H3,(H2,10,14)(H,11,15)(H,12,13)/t5-/m0/s1
• InChIKey: VKCARTLEXJLJBZ-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-{[(tert-butoxy)carbonyl]amino}-3-carbamoylpropanoic acid
• IUPAC Traditional name: (3S)-3-[(tert-butoxycarbonyl)amino]-3-carbamoylpropanoic acid
• Synonyms: Boc-L-aspartic acid 1-amide; Boc-L-isoasparagine; Boc-Asp-NH2; Boc-L-天冬氨酸-1-酰胺; Boc-L-异天冬酰胺

Database IDs

• CAS Number: 74244-17-0
• MDL Number: MFCD00076946
• Beilstein Number: 4686677
• PubChem SID: 24849022; 162246713
• PubChem CID: 7018765

CALCULATED PROPERTIES

• Acid pKa: 4.2342715
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.8216745
• LogD (pH = 7.4): -3.5452163
• Log P: -0.53536844
• Molar Refractivity: 53.2279 cm^3
• Polarizability: 21.140646 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 150-154 °C
• Optical Rotation: [α]20/D -29±2°, 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% (TLC)
• Empirical Formula (Hill Notation): C9H16N2O5

DETAILS

Sigma Aldrich - 15037

Packaging
1 g in poly tube