[(2R,3R,4S,5S,6R)-3,4,6-tris(acetyloxy)-5-(benzyloxy)oxan-2-yl]methyl acetate

• ChemBase ID: 92755
• Molecular Formular: C21H26O10
• Molecular Mass: 438.42514
• Monoisotopic Mass: 438.15259703
• SMILES: CC(=O)OC[C@H]1O[C@H](OC(=O)C)[C@@H](OCc2ccccc2)[C@@H](OC(=O)C)[C@@H]1OC(=O)C
• Canonical SMILES: CC(=O)OC[C@H]1O[C@H](OC(=O)C)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OCc1ccccc1
• InChI: InChI=1S/C21H26O10/c1-12(22)26-11-17-18(28-13(2)23)19(29-14(3)24)20(21(31-17)30-15(4)25)27-10-16-8-6-5-7-9-16/h5-9,17-21H,10-11H2,1-4H3/t17-,18-,19+,20+,21+/m1/s1
• InChIKey: NLYXGZTYODRENV-MJCUULBUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5S,6R)-3,4,6-tris(acetyloxy)-5-(benzyloxy)oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5S,6R)-3,4,6-tris(acetyloxy)-5-(benzyloxy)oxan-2-yl]methyl acetate
• Synonyms: 2-O-(Phenylmethyl)-α-D-mannopyranose 1,3,4,6-Tetraacetate; 1,3,4,6-Tetra-O-acetyl-2-O-benzyl-α-D-mannopyranose; 2-O-Benzyl-1,3,4,6-tetra-O-acetyl-α-D-mannopyranose; 2-O-Benzyl-1,3,4,6-tetra-O-acetyl-alpha-D-mannopyranose

Database IDs

• CAS Number: 80779-87-9
• MDL Number: MFCD00210789
• PubChem SID: 162079453
• PubChem CID: 12775635

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 1.1995621
• LogD (pH = 7.4): 1.1995621
• Log P: 1.1995621
• Molar Refractivity: 101.8932 cm^3
• Polarizability: 41.86814 Å^3
• Polar Surface Area: 123.66 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane,Ethanol ,Ether; Ethyl Acetate; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 55-60°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Apollo Scientific Ltd - OR9500T

Used for the preparation of the corresponding bromide, anintermediate in the synthesis of b-mannosides.

Toronto Research Chemicals - B295000

Used for the preparation of the corresponding bromide, to be used as an agent for the preparation of β-mannosides.

REFERENCES

• Chem. Ber., 114, 3102 (1981)