(1R,2S,6R)-7-(2-amino-3-{[(1S,2R,6S)-4,4-dimethyl-3,5,10,11-tetraoxatricyclo[6.2.1.02,6]undecan-7-yl]oxy}propoxy)-4,4-dimethyl-3,5,10,11-tetraoxatricyclo[6.2.1.02,6]undecane

• ChemBase ID: 162166
• Molecular Formular: C21H33NO10
• Molecular Mass: 459.48742
• Monoisotopic Mass: 459.21044626
• SMILES: [C@@H]12[C@@H]3OC(C([C@H]1OC(O2)(C)C)OCC(N)COC1[C@H]2[C@H]([C@H]4OC1CO4)OC(O2)(C)C)CO3
• Canonical SMILES: NC(COC1C2CO[C@H](O2)[C@H]2[C@H]1OC(O2)(C)C)COC1C2CO[C@@H](O2)[C@@H]2[C@@H]1OC(O2)(C)C
• InChI: InChI=1S/C21H33NO10/c1-20(2)29-14-12(10-7-25-18(27-10)16(14)31-20)23-5-9(22)6-24-13-11-8-26-19(28-11)17-15(13)30-21(3,4)32-17/h9-19H,5-8,22H2,1-4H3/t9?,10?,11?,12?,13?,14-,15+,16+,17-,18-,19+
• InChIKey: IUJWYZAQTWUKJU-PTJWUEQQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,6R)-7-(2-amino-3-{[(1S,2R,6S)-4,4-dimethyl-3,5,10,11-tetraoxatricyclo[6.2.1.0^2,^6]undecan-7-yl]oxy}propoxy)-4,4-dimethyl-3,5,10,11-tetraoxatricyclo[6.2.1.0^2,^6]undecane
• IUPAC Traditional name: (1R,2S,6R)-7-(2-amino-3-{[(1S,2R,6S)-4,4-dimethyl-3,5,10,11-tetraoxatricyclo[6.2.1.0^2,^6]undecan-7-yl]oxy}propoxy)-4,4-dimethyl-3,5,10,11-tetraoxatricyclo[6.2.1.0^2,^6]undecane
• Synonyms: 4,4'-O-(2-Amino-1,3-propanediyl)bis[1,6-anhydro-2,3-O-(1-methylethylidene)-β-D-mannopyranose; 1,3-Bis-(1,6-anhydro-2,3-O-isopropylidene-β-D-mannopyranose-4-yloxy)-2-propylamine

Database IDs

• CAS Number: 95245-29-7
• PubChem SID: 162256301
• PubChem CID: 45038359

CALCULATED PROPERTIES

• H Acceptors: 11
• H Donor: 1
• LogD (pH = 5.5): -2.6678298
• LogD (pH = 7.4): -1.3647527
• Log P: 0.24068926
• Molar Refractivity: 104.394 cm^3
• Polarizability: 43.749603 Å^3
• Polar Surface Area: 118.32 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 131-134°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B406025

Used in the synthesis of novel bis(D-mannose) compounds.

REFERENCES

• Holman, G.D., et al.: Carbohydrate Res., 135, 337 (1985)