methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-(benzyloxy)oxane-2-carboxylate

• ChemBase ID: 161557
• Molecular Formular: C20H24O10
• Molecular Mass: 424.39856
• Monoisotopic Mass: 424.13694697
• SMILES: O([C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)Cc1ccccc1
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](OCc2ccccc2)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C20H24O10/c1-11(21)27-15-16(28-12(2)22)18(29-13(3)23)20(30-17(15)19(24)25-4)26-10-14-8-6-5-7-9-14/h5-9,15-18,20H,10H2,1-4H3/t15-,16-,17-,18+,20+/m0/s1
• InChIKey: IQZIUMCUDYOPQO-KVIJGQROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-(benzyloxy)oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-(benzyloxy)oxane-2-carboxylate
• Synonyms: Phenylmethyl β-D-Glucopyranosiduronic Acid Methyl Ester Triacetate; Benzyl 2,3,4-tri-O-acetyl β-D-Glucopyranosiduronic Acid Methyl Ester; Benzyl β-D-Glucopyranosiduronic Acid Methyl Ester Triacetate

Database IDs

• CAS Number: 3080-47-5
• PubChem SID: 162255692
• PubChem CID: 10693603

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 1.2246052
• LogD (pH = 7.4): 1.2246052
• Log P: 1.2246052
• Molar Refractivity: 97.3782 cm^3
• Polarizability: 40.046783 Å^3
• Polar Surface Area: 123.66 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 136-138°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B276785

Protected Glucopyranosiduronic Acid.