tert-butyl (2S,4R)-5-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}-4-hydroxypentanoate

• ChemBase ID: 163220
• Molecular Formular: C22H34N2O7
• Molecular Mass: 438.51456
• Monoisotopic Mass: 438.23660144
• SMILES: O(C(=O)[C@@H](NC(=O)OC(C)(C)C)C[C@@H](O)CNC(=O)OCc1ccccc1)C(C)(C)C
• Canonical SMILES: O[C@H](C[C@@H](C(=O)OC(C)(C)C)NC(=O)OC(C)(C)C)CNC(=O)OCc1ccccc1
• InChI: InChI=1S/C22H34N2O7/c1-21(2,3)30-18(26)17(24-20(28)31-22(4,5)6)12-16(25)13-23-19(27)29-14-15-10-8-7-9-11-15/h7-11,16-17,25H,12-14H2,1-6H3,(H,23,27)(H,24,28)/t16-,17+/m1/s1
• InChIKey: LMUZBCCYFRMNHR-SJORKVTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (2S,4R)-5-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}-4-hydroxypentanoate
• IUPAC Traditional name: tert-butyl (2S,4R)-5-{[(benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]-4-hydroxypentanoate
• Synonyms: (4R)-N2-[(1,1-Dimethylethoxy)carbonyl]-4-hydroxy-N5-[(phenylmethoxy)carbonyl]-L-ornithine 1,1-Dimethylethyl Ester; tert-Butyl-(2S,4R)-Nδ-(benzyloxycarbonyl)-Nδ-benzyloxycarbonyl)-4-hydroxyornithinate

Database IDs

• CAS Number: 371972-14-4
• PubChem SID: 162257355
• PubChem CID: 11396494

CALCULATED PROPERTIES

• Acid pKa: 13.230321
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.5516837
• LogD (pH = 7.4): 2.5516832
• Log P: 2.5516837
• Molar Refractivity: 113.6541 cm^3
• Polarizability: 45.04817 Å^3
• Polar Surface Area: 123.19 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White Solid
• Melting Point: 79-81°C

DETAILS

Toronto Research Chemicals - B690410

Protected (2S,4R)-4-Hydroxyornithine, which is a nonproteinogenic amino acid that is widely found in nature.