methyl (2S,3S,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-[(trichloroethanimidoyl)oxy]oxane-2-carboxylate

• ChemBase ID: 178902
• Molecular Formular: C30H24Cl3NO10
• Molecular Mass: 664.87126
• Monoisotopic Mass: 663.04657901
• SMILES: [C@@H]1([C@@H]([C@@H]([C@H](O[C@H]1C(=O)OC)OC(=N)C(Cl)(Cl)Cl)OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• Canonical SMILES: COC(=O)[C@@H]1O[C@H](OC(=N)C(Cl)(Cl)Cl)[C@H]([C@H]([C@@H]1OC(=O)c1ccccc1)OC(=O)c1ccccc1)OC(=O)c1ccccc1
• InChI: InChI=1S/C30H24Cl3NO10/c1-39-27(38)22-20(40-24(35)17-11-5-2-6-12-17)21(41-25(36)18-13-7-3-8-14-18)23(28(43-22)44-29(34)30(31,32)33)42-26(37)19-15-9-4-10-16-19/h2-16,20-23,28,34H,1H3/t20-,21-,22-,23+,28+/m0/s1
• InChIKey: NEJKVTFPWPZGFX-WLGPCAMQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-[(trichloroethanimidoyl)oxy]oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6R)-3,4,5-tris(benzoyloxy)-6-[(trichloroethanimidoyl)oxy]oxane-2-carboxylate
• Synonyms: Methyl-(2,3,4-tri-O-benzoyl-α-D-glucopyranosyl Trichloroacetimidate)uronate; 2,3,4-Tri-O-benzoyl-α-D-glucuronic Acid Methyl Ester, Trichloroacetimidate

Database IDs

• CAS Number: 169557-99-7
• PubChem SID: 164234812
• PubChem CID: 10394646

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 7.1898837
• LogD (pH = 7.4): 7.1926026
• Log P: 7.1926374
• Molar Refractivity: 167.4329 cm^3
• Polarizability: 61.764156 Å^3
• Polar Surface Area: 147.51 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Off-White Solid
• Melting Point: 136-139°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Acid Sensitive, Temperature Sensitive