(2S,3S,4R)-4,5-bis(benzoyloxy)-2-[(1R)-1,2-bis(benzoyloxy)ethyl]oxolan-3-yl benzoate

• ChemBase ID: 176291
• Molecular Formular: C41H32O11
• Molecular Mass: 700.68618
• Monoisotopic Mass: 700.19446184
• SMILES: [C@H]1([C@@H](OC([C@@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)[C@H](COC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)O[C@H]([C@@H]1OC([C@@H]([C@@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1)COC(=O)c1ccccc1
• InChI: InChI=1S/C41H32O11/c42-36(27-16-6-1-7-17-27)47-26-32(48-37(43)28-18-8-2-9-19-28)33-34(49-38(44)29-20-10-3-11-21-29)35(50-39(45)30-22-12-4-13-23-30)41(51-33)52-40(46)31-24-14-5-15-25-31/h1-25,32-35,41H,26H2/t32?,33-,34-,35+,41?/m0/s1
• InChIKey: IAWBDGWDEQIAPH-FVPXTHEYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R)-4,5-bis(benzoyloxy)-2-[(1R)-1,2-bis(benzoyloxy)ethyl]oxolan-3-yl benzoate
• IUPAC Traditional name: (2S,3S,4R)-4,5-bis(benzoyloxy)-2-[(1R)-1,2-bis(benzoyloxy)ethyl]oxolan-3-yl benzoate
• Synonyms: 1,2,3,5,6-Penta-O-benzoyl-α,β-galactofuranose

Database IDs

• PubChem SID: 164232201
• PubChem CID: 71751498

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 9.54396
• LogD (pH = 7.4): 9.54396
• Log P: 9.54396
• Molar Refractivity: 185.0334 cm^3
• Polarizability: 72.64135 Å^3
• Polar Surface Area: 140.73 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: ~80°C

DETAILS

Toronto Research Chemicals - P237500

A useful synthetic intermediate.

REFERENCES

• Carb. Res., 124, 177-184 (1983)