(2S)-1-(2-{[(benzyloxy)carbonyl]amino}acetyl)pyrrolidine-2-carboxylic acid

• ChemBase ID: 131286
• Molecular Formular: C15H18N2O5
• Molecular Mass: 306.31382
• Monoisotopic Mass: 306.12157169
• SMILES: c1ccc(cc1)COC(=O)NCC(=O)N1CCC[C@H]1C(=O)O
• Canonical SMILES: O=C(OCc1ccccc1)NCC(=O)N1CCC[C@H]1C(=O)O
• InChI: InChI=1S/C15H18N2O5/c18-13(17-8-4-7-12(17)14(19)20)9-16-15(21)22-10-11-5-2-1-3-6-11/h1-3,5-6,12H,4,7-10H2,(H,16,21)(H,19,20)/t12-/m0/s1
• InChIKey: ZTUKZKYDJMGJDC-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(2-{[(benzyloxy)carbonyl]amino}acetyl)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: carbobenzoxyglycyl-L-proline
• Synonyms: Z-Gly-Pro; Z-Glycyl-L-proline; Z-甘氨酰-L-脯氨酸

Database IDs

• CAS Number: 1160-54-9
• EC Number: 214-598-8
• MDL Number: MFCD00037341
• Beilstein Number: 94536
• PubChem SID: 162225564; 24890279
• PubChem CID: 439540

CALCULATED PROPERTIES

• Acid pKa: 3.5404766
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.2014467
• LogD (pH = 7.4): -2.6116161
• Log P: 0.75128186
• Molar Refractivity: 76.6699 cm^3
• Polarizability: 29.888927 Å^3
• Polar Surface Area: 95.94 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 155-158 °C
• Optical Rotation: [α]20/D -70±2°, c = 2% in ethanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (TLC)
• Empirical Formula (Hill Notation): C15H18N2O5

DETAILS

Sigma Aldrich - 96270

Packaging
5 g in glass bottle