tert-butyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoate

• ChemBase ID: 157911
• Molecular Formular: C16H22N2O5
• Molecular Mass: 322.35628
• Monoisotopic Mass: 322.15287181
• SMILES: CC(C)(C)OC(=O)[C@H](CC(=O)N)NC(=O)OCc1ccccc1
• Canonical SMILES: O=C(N[C@H](C(=O)OC(C)(C)C)CC(=O)N)OCc1ccccc1
• InChI: InChI=1S/C16H22N2O5/c1-16(2,3)23-14(20)12(9-13(17)19)18-15(21)22-10-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H2,17,19)(H,18,21)/t12-/m0/s1
• InChIKey: CHLOOSRSKMKBDP-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoate
• IUPAC Traditional name: tert-butyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoate
• Synonyms: Z-L-asparagine tert-butyl ester; Z-Asn-OtBu; Z-L-天冬酰胺叔丁酯

Database IDs

• CAS Number: 25456-85-3
• MDL Number: MFCD00056253
• Beilstein Number: 2568655
• PubChem SID: 24890225; 162252047
• PubChem CID: 7015714

CALCULATED PROPERTIES

• Acid pKa: 13.292691
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.3349987
• LogD (pH = 7.4): 1.3349983
• Log P: 1.3349987
• Molar Refractivity: 82.6096 cm^3
• Polarizability: 32.672558 Å^3
• Polar Surface Area: 107.72 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3

Product Information

• Purity: ≥98.0% (TLC)
• Grade: purum
• Empirical Formula (Hill Notation): C16H22N2O5