(2S)-1-[(benzyloxy)carbonyl]-4-oxopyrrolidine-2-carboxylic acid

• ChemBase ID: 52591
• Molecular Formular: C13H13NO5
• Molecular Mass: 263.24602
• Monoisotopic Mass: 263.07937252
• SMILES: C1(=O)C[C@H](N(C1)C(=O)OCc1ccccc1)C(=O)O
• Canonical SMILES: O=C1CN([C@@H](C1)C(=O)O)C(=O)OCc1ccccc1
• InChI: InChI=1S/C13H13NO5/c15-10-6-11(12(16)17)14(7-10)13(18)19-8-9-4-2-1-3-5-9/h1-5,11H,6-8H2,(H,16,17)/t11-/m0/s1
• InChIKey: RPLLCMZOIFOBIF-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(benzyloxy)carbonyl]-4-oxopyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-[(benzyloxy)carbonyl]-4-oxopyrrolidine-2-carboxylic acid
• Synonyms: N-Carbobenzyloxy-4-keto-L-proline; 1-Cbz-4-oxo-L-proline; Z-4-oxo-L-proline; (S)-1-Z-4-oxopyrrolidine-2-carboxylic acid; 1-Cbz-4-氧代-L-脯氨酸; Z-4-氧代-L-脯氨酸; (S)-1-Z-4-氧代吡咯烷-2-羧酸

Database IDs

• CAS Number: 64187-47-9
• MDL Number: MFCD07367987
• PubChem SID: 162057354
• PubChem CID: 11076282

CALCULATED PROPERTIES

• Acid pKa: 3.5392141
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.7572259
• LogD (pH = 7.4): -2.1665812
• Log P: 1.1967182
• Molar Refractivity: 64.1014 cm^3
• Polarizability: 25.078228 Å^3
• Polar Surface Area: 83.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 98-102 °C
• Optical Rotation: [α]22/D +6.0°, c = 1 in chloroform

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36-37
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C13H13NO5

DETAILS

Sigma Aldrich - 691755

Packaging
1 g in glass bottle