(3aR,5S,6S,6aR)-5-[(1E)-1-(hydroxyimino)-2-(triphenylmethoxy)ethyl]-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-yl acetate

• ChemBase ID: 173718
• Molecular Formular: C30H31NO7
• Molecular Mass: 517.56964
• Monoisotopic Mass: 517.21005234
• SMILES: [C@H]1([C@@H](O[C@@H]2OC(O[C@H]12)(C)C)/C(=N/O)/COC(c1ccccc1)(c1ccccc1)c1ccccc1)OC(=O)C
• Canonical SMILES: O/N=C(/[C@@H]1O[C@H]2[C@@H]([C@@H]1OC(=O)C)OC(O2)(C)C)\COC(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C30H31NO7/c1-20(32)35-26-25(36-28-27(26)37-29(2,3)38-28)24(31-33)19-34-30(21-13-7-4-8-14-21,22-15-9-5-10-16-22)23-17-11-6-12-18-23/h4-18,25-28,33H,19H2,1-3H3/b31-24+/t25-,26-,27+,28+/m0/s1
• InChIKey: XRWJHVRFVRCGRF-QYVIESKUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,5S,6S,6aR)-5-[(1E)-1-(hydroxyimino)-2-(triphenylmethoxy)ethyl]-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-yl acetate
• IUPAC Traditional name: (3aR,5S,6S,6aR)-5-[(1E)-1-(hydroxyimino)-2-(triphenylmethoxy)ethyl]-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl acetate
• Synonyms: 1,2-O-(1-Isopropyldene)-6-O-(triphenylmethyl)-β-L-arabino-hexofuranos-5-ulose Oxime 3-Acetate; 5-Oxime-5-deoxy-1,2-isopropyldene-6-O-trityl-α-D-galactofuranose 3-Acetate; 1,2-O-(1-Methylethylidene)-6-O-(triphenylmethyl)-β-L-arabino-hexofuranos-5-ulose Oxime 3-Acetate

Database IDs

• CAS Number: 109680-99-1
• PubChem SID: 164229628
• PubChem CID: 71750355

CALCULATED PROPERTIES

• Acid pKa: 4.962809
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 4.8225513
• LogD (pH = 7.4): 3.3682382
• Log P: 5.483559
• Molar Refractivity: 140.0632 cm^3
• Polarizability: 55.102505 Å^3
• Polar Surface Area: 95.81 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M304935

Galactostatin (G156500) intermediate.