[(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5R)-4,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-6-(ethylsulfanyl)oxan-3-yl]oxy}oxan-2-yl]methyl acetate

• ChemBase ID: 168591
• Molecular Formular: C28H40O17S
• Molecular Mass: 680.672
• Monoisotopic Mass: 680.19862082
• SMILES: [C@H]1([C@@H]([C@@H]([C@@H](O[C@H]1COC(=O)C)O[C@H]1[C@@H]([C@@H](C(O[C@H]1COC(=O)C)SCC)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CCSC1O[C@@H](COC(=O)C)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)O[C@@H]1O[C@@H](COC(=O)C)[C@@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C28H40O17S/c1-9-46-28-26(42-18(8)35)24(40-16(6)33)22(20(44-28)11-37-13(3)30)45-27-25(41-17(7)34)23(39-15(5)32)21(38-14(4)31)19(43-27)10-36-12(2)29/h19-28H,9-11H2,1-8H3/t19-,20-,21+,22-,23+,24+,25-,26-,27+,28?/m1/s1
• InChIKey: WUANIQLTJBQGJW-AFDVLSLDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5R)-4,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-6-(ethylsulfanyl)oxan-3-yl]oxy}oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[(2R,3R,4S,5R)-4,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-6-(ethylsulfanyl)oxan-3-yl]oxy}oxan-2-yl]methyl acetate
• Synonyms: Ethyl 2,3,6,2',3',4',6'-Hepta-O-acetyl-α,β-D-thiolactopyranoside

Database IDs

• PubChem SID: 162262723
• PubChem CID: 71316599

CALCULATED PROPERTIES

• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): -0.008349286
• LogD (pH = 7.4): -0.008349286
• Log P: -0.008349286
• Molar Refractivity: 148.0664 cm^3
• Polarizability: 61.91808 Å^3
• Polar Surface Area: 211.79 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl acetate; Methanol
• Apperance: Pale Yellow Powder

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - E918750

A useful reagent for the preparation of lactosides.

REFERENCES

• Peter, T., et al.: Liebigs Ann. Chem., 237 (1991)