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

• ChemBase ID: 70104
• Molecular Formular: C13H15NO4
• Molecular Mass: 249.2625
• Monoisotopic Mass: 249.10010797
• SMILES: N1([C@H](CCC1)C(=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-/m1/s1
• InChIKey: JXGVXCZADZNAMJ-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 6404-31-5
• EC Number: 229-021-5
• MDL Number: MFCD00063228
• Beilstein Number: 485188
• PubChem SID: 162035829; 24888519
• PubChem CID: 111208

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: 75-79°C; 76-78 °C(lit.); 76-78°C
• Optical Rotation: [α]25/D +40.2°, c = 2 in ethanol; +40 (c=2 in ethanol)

Safety Information

• Storage Warning: IRRITANT; Irritant
• German water hazard class: 3
• TSCA Listed: false; 否
• Storage Temperature: 2-8°C

Product Information

• Purity: 95+%; 98%; 98+%
• Empirical Formula (Hill Notation): C13H15NO4

DETAILS

Sigma Aldrich - 860735

Packaging
500 mg in glass bottle