(2S,3S,4aS,5S,8S,8aR)-5-(benzyloxy)-2,3-dimethoxy-2,3-dimethyl-hexahydro-2H-pyrano[3,4-b][1,4]dioxine-8-carbonitrile

• ChemBase ID: 161471
• Molecular Formular: C19H25NO6
• Molecular Mass: 363.4049
• Monoisotopic Mass: 363.16818753
• SMILES: C1O[C@H]([C@@H]2[C@@H]([C@H]1C#N)O[C@]([C@@](O2)(C)OC)(C)OC)OCc1ccccc1
• Canonical SMILES: N#C[C@H]1CO[C@H]([C@@H]2[C@@H]1O[C@](C)(OC)[C@@](O2)(C)OC)OCc1ccccc1
• InChI: InChI=1S/C19H25NO6/c1-18(21-3)19(2,22-4)26-16-15(25-18)14(10-20)12-24-17(16)23-11-13-8-6-5-7-9-13/h5-9,14-17H,11-12H2,1-4H3/t14-,15+,16-,17+,18-,19-/m0/s1
• InChIKey: HMDRBGPOARVKLO-WXJALIKYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4aS,5S,8S,8aR)-5-(benzyloxy)-2,3-dimethoxy-2,3-dimethyl-hexahydro-2H-pyrano[3,4-b][1,4]dioxine-8-carbonitrile
• IUPAC Traditional name: (2S,3S,4aS,5S,8S,8aR)-5-(benzyloxy)-2,3-dimethoxy-2,3-dimethyl-tetrahydro-4aH-pyrano[3,4-b][1,4]dioxine-8-carbonitrile
• Synonyms: Phenylmethyl 4-Cyano-4-deoxy-2,3-O-[(1S,2S)-1,2-dimethoxy-1,2-dimethyl-1,2-ethanediyl]-β-D-arabinopyranoside; Benzyl 4-Cyano-4-deoxy-2,3-O-[(1S,2S)-1,2-dimethoxy-1,2-dimethyl-1,2-ethanediyl]-β-D-arabinopyranoside

Database IDs

• CAS Number: 1084896-40-1
• PubChem SID: 162255606
• PubChem CID: 71313796

CALCULATED PROPERTIES

• Acid pKa: 19.947483
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 2.5896509
• LogD (pH = 7.4): 2.5896509
• Log P: 2.5896509
• Molar Refractivity: 92.3216 cm^3
• Polarizability: 36.868694 Å^3
• Polar Surface Area: 79.17 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B233780

Intermediate in the production of Isofagomine