(4aR,6R,7S,8S,8aR)-7,8-bis(benzyloxy)-6-(ethylsulfanyl)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine

• ChemBase ID: 168493
• Molecular Formular: C29H32O5S
• Molecular Mass: 492.62638
• Monoisotopic Mass: 492.19704512
• SMILES: [C@H]12[C@@H]([C@@H]([C@H](O[C@@H]1COC(O2)c1ccccc1)SCC)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: CCS[C@H]1O[C@@H]2COC(O[C@H]2[C@@H]([C@@H]1OCc1ccccc1)OCc1ccccc1)c1ccccc1
• InChI: InChI=1S/C29H32O5S/c1-2-35-29-27(31-19-22-14-8-4-9-15-22)26(30-18-21-12-6-3-7-13-21)25-24(33-29)20-32-28(34-25)23-16-10-5-11-17-23/h3-17,24-29H,2,18-20H2,1H3/t24-,25-,26+,27+,28?,29-/m1/s1
• InChIKey: JDBLGLZAAWCNMD-LNZDFARISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,6R,7S,8S,8aR)-7,8-bis(benzyloxy)-6-(ethylsulfanyl)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine
• IUPAC Traditional name: (4aR,6R,7S,8S,8aR)-7,8-bis(benzyloxy)-6-(ethylsulfanyl)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxine
• Synonyms: Ethyl 2,3-Bis-O-(phenylmethyl)-4,6-O-[(R)-phenylmethylene]-1-thio-α-D-mannopyranoside; Ethyl 2,3-Di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside

Database IDs

• CAS Number: 218937-71-4
• PubChem SID: 162262625
• PubChem CID: 71316561

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 6.574887
• LogD (pH = 7.4): 6.574887
• Log P: 6.574887
• Molar Refractivity: 137.2038 cm^3
• Polarizability: 54.834435 Å^3
• Polar Surface Area: 46.15 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Colourless Syrup

DETAILS

Toronto Research Chemicals - E915750

Used in the syntheses of mannosidic disaccharides from derivatives of ethylthio α-D-mannopyranoside.

REFERENCES

• Khan, S., et al.: Carbohydr. Res., 278, 351 (1995)