(2S,3S,4aS,5R,8S,8aR)-5-(benzyloxy)-2,3-dimethoxy-2,3-dimethyl-hexahydro-2H-pyrano[3,4-b][1,4]dioxin-8-yl 4-nitrobenzoate

• ChemBase ID: 161512
• Molecular Formular: C25H29NO10
• Molecular Mass: 503.49846
• Monoisotopic Mass: 503.17914613
• SMILES: C1O[C@H]([C@@H]2[C@@H]([C@H]1OC(=O)c1ccc(cc1)[N+](=O)[O-])O[C@]([C@@](O2)(C)OC)(C)OC)OCc1ccccc1
• Canonical SMILES: CO[C@@]1(C)O[C@@H]2[C@H](CO[C@H]([C@H]2O[C@]1(C)OC)OCc1ccccc1)OC(=O)c1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C25H29NO10/c1-24(30-3)25(2,31-4)36-21-20(35-24)19(15-33-23(21)32-14-16-8-6-5-7-9-16)34-22(27)17-10-12-18(13-11-17)26(28)29/h5-13,19-21,23H,14-15H2,1-4H3/t19-,20+,21-,23+,24-,25-/m0/s1
• InChIKey: UWCRVYUXUGBXOU-ZBCFHKMVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4aS,5R,8S,8aR)-5-(benzyloxy)-2,3-dimethoxy-2,3-dimethyl-hexahydro-2H-pyrano[3,4-b][1,4]dioxin-8-yl 4-nitrobenzoate
• IUPAC Traditional name: (2S,3S,4aS,5R,8S,8aR)-5-(benzyloxy)-2,3-dimethoxy-2,3-dimethyl-tetrahydro-4aH-pyrano[3,4-b][1,4]dioxin-8-yl 4-nitrobenzoate
• Synonyms: Phenylmethyl 2,3-O-[(1S,2S)-1,2-Dimethoxy-1,2-dimethyl-1,2-ethanediyl]-4-nitrobenzoyl-α-L-xylopyranoside; Benzyl 2,3-O-[(1S,2S)-1,2-Dimethoxy-1,2-dimethyl-1,2-ethanediyl]-4-nitrobenzoyl-α-L-xylopyranoside

Database IDs

• CAS Number: 1084896-42-3
• PubChem SID: 162255647
• PubChem CID: 25166842

CALCULATED PROPERTIES

• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): 4.669338
• LogD (pH = 7.4): 4.669338
• Log P: 4.669338
• Molar Refractivity: 125.6106 cm^3
• Polarizability: 49.300797 Å^3
• Polar Surface Area: 127.5 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Tetrahydrofuran
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B276130

Intermediate in the production of Isofagomine