(2S)-1-[(benzyloxy)carbonyl]-5-oxopyrrolidine-2-carboxylic acid

• ChemBase ID: 155466
• Molecular Formular: C13H13NO5
• Molecular Mass: 263.24602
• Monoisotopic Mass: 263.07937252
• SMILES: c1ccc(cc1)COC(=O)N1[C@@H](CCC1=O)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1CCC(=O)N1C(=O)OCc1ccccc1
• InChI: InChI=1S/C13H13NO5/c15-11-7-6-10(12(16)17)14(11)13(18)19-8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,16,17)/t10-/m0/s1
• InChIKey: VHSFUGXCSGOKJX-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(benzyloxy)carbonyl]-5-oxopyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-[(benzyloxy)carbonyl]-5-oxopyrrolidine-2-carboxylic acid
• Synonyms: Z-L-pyroglutamic acid; Cbz-L-pyroglutamic acid

Database IDs

• CAS Number: 32159-21-0
• EC Number: 250-936-0
• MDL Number: MFCD00037352
• PubChem SID: 162249604; 24892804
• PubChem CID: 637648

CALCULATED PROPERTIES

• Acid pKa: 3.5382516
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.512168
• LogD (pH = 7.4): -1.9209023
• Log P: 1.4427029
• Molar Refractivity: 63.8899 cm^3
• Polarizability: 25.078228 Å^3
• Polar Surface Area: 83.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 95+%
• Empirical Formula (Hill Notation): C13H13NO5