(2R,4R)-1-[(benzyloxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid

• ChemBase ID: 90705
• Molecular Formular: C14H17NO4
• Molecular Mass: 263.28908
• Monoisotopic Mass: 263.11575803
• SMILES: N1(C(=O)OCc2ccccc2)[C@H](C[C@H](C1)C)C(=O)O
• Canonical SMILES: C[C@@H]1C[C@@H](N(C1)C(=O)OCc1ccccc1)C(=O)O
• InChI: InChI=1S/C14H17NO4/c1-10-7-12(13(16)17)15(8-10)14(18)19-9-11-5-3-2-4-6-11/h2-6,10,12H,7-9H2,1H3,(H,16,17)/t10-,12-/m1/s1
• InChIKey: DUKUKJFQHYTCIA-ZYHUDNBSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R)-1-[(benzyloxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2R,4R)-1-[(benzyloxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid
• Synonyms: cis-4-Methyl-L-proline, N-CBZ protected; (2S,4S)-1-[(Benzyloxy)carbonyl]-2-carboxy-4-methylpyrrolidine; (2S,4S)-4-Methylpyrrolidine-2-carboxylic acid, N-CBZ protected

Database IDs

• PubChem SID: 162104863
• PubChem CID: 71300080

CALCULATED PROPERTIES

• Acid pKa: 3.8382418
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.55626833
• LogD (pH = 7.4): -1.022864
• Log P: 2.2215378
• Molar Refractivity: 68.338 cm^3
• Polarizability: 26.778088 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Harmful/Irritant