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

• ChemBase ID: 152739
• Molecular Formular: C11H14N2O4
• Molecular Mass: 238.23986
• Monoisotopic Mass: 238.09535694
• SMILES: c1ccc(cc1)COC(=O)N[C@H](CN)C(=O)O
• Canonical SMILES: NC[C@H](C(=O)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C11H14N2O4/c12-6-9(10(14)15)13-11(16)17-7-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,16)(H,14,15)/t9-/m1/s1
• InChIKey: FOXRXVSTFGNURG-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-amino-2-{[(benzyloxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2R)-3-amino-2-{[(benzyloxy)carbonyl]amino}propanoic acid
• Synonyms: Z-D-Dpr-OH; Nα-Z-D-2,3-Diaminopropionic acid; Z-D-Dap-OH; Nα-Z-D-2,3-二氨基丙酸

Database IDs

• CAS Number: 62234-37-1
• MDL Number: MFCD00237346
• Beilstein Number: 1993024
• PubChem SID: 162246882; 24890255
• PubChem CID: 6950592

CALCULATED PROPERTIES

• Acid pKa: 3.1277213
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.8339537
• LogD (pH = 7.4): -1.8378004
• Log P: -1.8330592
• Molar Refractivity: 59.3785 cm^3
• Polarizability: 23.530632 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~240 °C (dec.)
• Optical Rotation: [α]20/D +39.5±1°, c = 1% in 1 M HCl

Safety Information

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

Product Information

• Purity: ≥99.0% (NT)
• Linear Formula: H2NCH2CH(NHCO2CH2C6H5)COH

DETAILS

Sigma Aldrich - 96084

Packaging
1 g in poly bottle