(2S,3R,4S)-6-(acetyloxy)-4-{[(tert-butoxy)carbonyl]amino}-2-methyloxan-3-yl acetate

• ChemBase ID: 162459
• Molecular Formular: C15H25NO7
• Molecular Mass: 331.3615
• Monoisotopic Mass: 331.16310215
• SMILES: [C@@H]1([C@@H]([C@@H](CC(O1)OC(=O)C)NC(=O)OC(C)(C)C)OC(=O)C)C
• Canonical SMILES: CC(=O)O[C@H]1[C@H](C)OC(C[C@H]1NC(=O)OC(C)(C)C)OC(=O)C
• InChI: InChI=1S/C15H25NO7/c1-8-13(22-10(3)18)11(7-12(20-8)21-9(2)17)16-14(19)23-15(4,5)6/h8,11-13H,7H2,1-6H3,(H,16,19)/t8-,11-,12?,13-/m0/s1
• InChIKey: XMWAAIWBIJWLLA-WSDIOJHHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S)-6-(acetyloxy)-4-{[(tert-butoxy)carbonyl]amino}-2-methyloxan-3-yl acetate
• IUPAC Traditional name: (2S,3R,4S)-6-(acetyloxy)-4-[(tert-butoxycarbonyl)amino]-2-methyloxan-3-yl acetate
• Synonyms: N-Boc-L-acosamine Diacetate (2:1 α:β Mixture)

Database IDs

• PubChem SID: 162256594
• PubChem CID: 71314130

CALCULATED PROPERTIES

• Acid pKa: 13.857008
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.2824752
• LogD (pH = 7.4): 1.2824751
• Log P: 1.2824752
• Molar Refractivity: 77.7025 cm^3
• Polarizability: 31.92216 Å^3
• Polar Surface Area: 100.16 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - B600125

A Boc-protected amino sugar component of the antibiotic, actinodin.