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

• ChemBase ID: 52590
• Molecular Formular: C13H17NO4
• Molecular Mass: 251.27838
• Monoisotopic Mass: 251.11575803
• SMILES: [C@H]1(C[C@H](N(C1)C(=O)OCc1ccccc1)CO)O
• 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+/m0/s1
• InChIKey: WDEQGLDWZMIMJM-NWDGAFQWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate
• IUPAC Traditional name: benzyl (2S,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate
• Synonyms: trans-N-Benzyloxycarbonyl-4-hydroxy-2-hydroxymethylpyrrolidine; Benzyl (2S,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate; Z-trans-4-Hydroxy-L-prolinol; Z-反-4-羟基-L-脯氨醇

Database IDs

• CAS Number: 95687-41-5
• MDL Number: MFCD03427085
• PubChem SID: 162057353; 24878751
• PubChem CID: 14994791

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(lit.)
• Density: 1.297 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.547(lit.)
• Optical Rotation: [α]20/D -33°, c = 15 in chloroform

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C13H17NO4

DETAILS

Sigma Aldrich - 547085

Packaging
1 g in glass bottle