(2R)-2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoic acid

• ChemBase ID: 73564
• Molecular Formular: C12H14N2O5
• Molecular Mass: 266.24996
• Monoisotopic Mass: 266.09027156
• SMILES: N(C(=O)OCc1ccccc1)[C@H](CC(=O)N)C(=O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)O)CC(=O)N)OCc1ccccc1
• InChI: InChI=1S/C12H14N2O5/c13-10(15)6-9(11(16)17)14-12(18)19-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H2,13,15)(H,14,18)(H,16,17)/t9-/m1/s1
• InChIKey: FUCKRCGERFLLHP-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoic acid
• IUPAC Traditional name: (2R)-2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoic acid
• Synonyms: L-Asparagine, N-CBZ protected; Z-D-asparagine; Z-D-Asn-OH; N-Cbz-D-Asparagine; Z-D-天冬酰胺

Database IDs

• CAS Number: 4474-86-6; 2304-96-3
• MDL Number: MFCD00008035; MFCD00065696
• Beilstein Number: 2294171
• PubChem SID: 162038483; 24890222
• PubChem CID: 1712147

CALCULATED PROPERTIES

• Acid pKa: 3.6122403
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.7484039
• LogD (pH = 7.4): -3.2035842
• Log P: 0.13514502
• Molar Refractivity: 64.0349 cm^3
• Polarizability: 25.12501 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 160-164°C

Safety Information

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

Product Information

• Purity: ≥98.0% (TLC); 95+%
• Grade: purum
• Empirical Formula (Hill Notation): C12H14N2O5