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

• ChemBase ID: 90709
• Molecular Formular: C13H15NO4
• Molecular Mass: 249.2625
• Monoisotopic Mass: 249.10010797
• SMILES: N1(CCC[C@H]1C(=O)O)C(=O)OCc1ccccc1
• Canonical SMILES: OC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1
• InChI: InChI=1S/C13H15NO4/c15-12(16)11-7-4-8-14(11)13(17)18-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,15,16)/t11-/m0/s1
• InChIKey: JXGVXCZADZNAMJ-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-[(benzyloxy)carbonyl]pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: (2S)-1-[(benzyloxy)carbonyl]pyrrolidine-2-carboxylic acid
• Synonyms: Z-L-Proline; Z-Pro-OH; L-Proline, N-CBZ protected; (2S)-1-[(Benzyloxy)carbonyl]pyrrolidine-2-carboxylic acid; (2S)-Pyrrolidine-2-carboxylic acid, N-CBZ protected; (2S)-1-[(benzyloxy)carbonyl]pyrrolidine-2-carboxylic acid; N-Cbz-L-proline; N-Benzyloxycarbonyl-L-proline; Z-Pro-OH; N-CBZ-L-PROLINE; Z-L-脯氨酸; N-苄氧羰基-L-脯氨酸

Database IDs

• CAS Number: 1148-11-4
• EC Number: 214-557-4
• MDL Number: MFCD00003170
• Beilstein Number: 88579
• PubChem SID: 24893080; 162077453
• PubChem CID: 101987

CALCULATED PROPERTIES

• Acid pKa: 3.767218
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.12270247
• LogD (pH = 7.4): -1.4205657
• Log P: 1.8565651
• Molar Refractivity: 63.8664 cm^3
• Polarizability: 24.946846 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 75-77 °C; 75-77°C; 76 - 78°C; 76-78 °C(lit.); 76-78°C
• Optical Rotation: [α]20/D -42°, c = 2 in ethanol; [α]20/D -60±1°, c = 5% in acetic acid; -60 (c=1 in acetic acid)
• Hydrophobicity(logP): 2.776

Safety Information

• Storage Condition: 0°C
• Storage Warning: Irritant
• RTECS: UY0745000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: R:22
• Safety Statements: S:36/37/39
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (T); 95%; 98+%; 99%
• Grade: puriss.
• Empirical Formula (Hill Notation): C13H15NO4

DETAILS

MP Biomedicals - 02100229

Crystalline

Sigma Aldrich - C8601

Packaging
5, 10 g in glass bottle