tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate

• ChemBase ID: 33543
• Molecular Formular: C16H21NO4
• Molecular Mass: 291.34224
• Monoisotopic Mass: 291.14705816
• SMILES: N1(C(=O)OC(C)(C)C)C(=O)C[C@@H]([C@@H]1Cc1ccccc1)O
• Canonical SMILES: O[C@H]1CC(=O)N([C@H]1Cc1ccccc1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C16H21NO4/c1-16(2,3)21-15(20)17-12(13(18)10-14(17)19)9-11-7-5-4-6-8-11/h4-8,12-13,18H,9-10H2,1-3H3/t12-,13-/m0/s1
• InChIKey: FAOCMRNCSQPXAI-STQMWFEESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate
• IUPAC Traditional name: tert-butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate
• Synonyms: tert-butyl rac-(2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate; tert-Butyl (2S,3S)-2-benzyl-3-hydroxy-5-oxopyrrolidine-1-carboxylate

Database IDs

• CAS Number: 109579-10-4
• MDL Number: MFCD24850088; MFCD12026858
• PubChem SID: 160996850
• PubChem CID: 11011748

CALCULATED PROPERTIES

• Acid pKa: 14.313766
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.236155
• LogD (pH = 7.4): 2.236155
• Log P: 2.236155
• Molar Refractivity: 77.4983 cm^3
• Polarizability: 30.626112 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false