benzyl (2R,4S)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate

• ChemBase ID: 79103
• Molecular Formular: C13H17NO4
• Molecular Mass: 251.27838
• Monoisotopic Mass: 251.11575803
• SMILES: N1(C(=O)OCc2ccccc2)[C@H](C[C@@H](C1)O)CO
• Canonical SMILES: OC[C@H]1C[C@@H](CN1C(=O)OCc1ccccc1)O
• InChI: InChI=1S/C13H17NO4/c15-8-11-6-12(16)7-14(11)13(17)18-9-10-4-2-1-3-5-10/h1-5,11-12,15-16H,6-9H2/t11-,12+/m1/s1
• InChIKey: WDEQGLDWZMIMJM-NEPJUHHUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2R,4S)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate
• IUPAC Traditional name: benzyl (2R,4S)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate
• Synonyms: (2S,4R)4-Hydroxy-2-(hydroxymethyl)pyrrolidine, N-CBZ protected

Database IDs

• CAS Number: 95687-41-5
• PubChem SID: 162043866
• PubChem CID: 44118840

CALCULATED PROPERTIES

• Acid pKa: 14.6244955
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.38859296
• LogD (pH = 7.4): 0.38859293
• Log P: 0.38859296
• Molar Refractivity: 65.3169 cm^3
• Polarizability: 25.662024 Å^3
• Polar Surface Area: 70.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 240°C
• Flash Point: >110°C
• Density: 1.5470

Safety Information

• Storage Warning: Irritant