1-tert-butyl 2-methyl (2S,4S)-4-methyl-5-oxopyrrolidine-1,2-dicarboxylate

• ChemBase ID: 173439
• Molecular Formular: C12H19NO5
• Molecular Mass: 257.28296
• Monoisotopic Mass: 257.12632271
• SMILES: C1[C@@H](C(=O)N([C@@H]1C(=O)OC)C(=O)OC(C)(C)C)C
• Canonical SMILES: COC(=O)[C@@H]1C[C@@H](C(=O)N1C(=O)OC(C)(C)C)C
• InChI: InChI=1S/C12H19NO5/c1-7-6-8(10(15)17-5)13(9(7)14)11(16)18-12(2,3)4/h7-8H,6H2,1-5H3/t7-,8-/m0/s1
• InChIKey: YTLCHNBFNGFDSD-YUMQZZPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-tert-butyl 2-methyl (2S,4S)-4-methyl-5-oxopyrrolidine-1,2-dicarboxylate
• IUPAC Traditional name: 1-tert-butyl 2-methyl (2S,4S)-4-methyl-5-oxopyrrolidine-1,2-dicarboxylate
• Synonyms: (2S-cis)-1,2-Pyrrolidinedicarboxylic Acid 4-Methyl-5-oxo-1-(1,1-dimethylethyl) 2-Methyl Ester; Methyl (2S,4S)-1-(tert-butoxycarbonyl)-4-methylpyroglutamate

Database IDs

• CAS Number: 196394-48-6
• PubChem SID: 164229349
• PubChem CID: 10967129

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.4610697
• LogD (pH = 7.4): 1.4610697
• Log P: 1.4610697
• Molar Refractivity: 62.4265 cm^3
• Polarizability: 24.95856 Å^3
• Polar Surface Area: 72.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Light Yellow Oil

REFERENCES

• Todeschi, N., et al.: Bioorg. Med. Chem., 5, 335 (1997)