(2S)-2-{[(tert-butoxy)carbonyl]amino}-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acid

• ChemBase ID: 163136
• Molecular Formular: C10H15ClN2O5
• Molecular Mass: 278.6895
• Monoisotopic Mass: 278.06694927
• SMILES: C1(=NO[C@@H](C1)[C@H](NC(=O)OC(C)(C)C)C(=O)O)Cl
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H]([C@H]1ON=C(C1)Cl)C(=O)O
• InChI: InChI=1S/C10H15ClN2O5/c1-10(2,3)17-9(16)12-7(8(14)15)5-4-6(11)13-18-5/h5,7H,4H2,1-3H3,(H,12,16)(H,14,15)/t5-,7-/m0/s1
• InChIKey: RWXMLZZXASLDMQ-FSPLSTOPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acid
• IUPAC Traditional name: (S)-[(tert-butoxycarbonyl)amino][(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acid
• Synonyms: (αS,5S)-3-Chloro-α-[[(1,1-dimethylethoxy)carbonyl]amino]-4,5-dihydro-5-isoxazoleacetic Acid; N-tert-Butoxycarbonyl Acivicin

Database IDs

• CAS Number: 73684-59-0
• PubChem SID: 162257271
• PubChem CID: 71314328

CALCULATED PROPERTIES

• Acid pKa: 3.532011
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.8817084
• LogD (pH = 7.4): -2.2854486
• Log P: 1.0805864
• Molar Refractivity: 61.2694 cm^3
• Polarizability: 24.397488 Å^3
• Polar Surface Area: 97.22 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Ethyl Acetate
• Apperance: Light Yellow Oil

DETAILS

Toronto Research Chemicals - B690095

Protected Acivicin.