Synthesis of 6-O-Acetyl-α-Glucose


β-GLUCOSE pentaacetate in acetone solution can be partially deacetylated by cooled 1 N potassium hydroxide solution to yield 6-O-acetyl-α-glucose. This product has a melting point of 146°. It has been identified by analysis, molecular-weight determination, downward mutarotation to +53° and hydrolysis to glucose and acetic acid. Periodate oxidation requires 4 moles of periodate per mole 6-O-acetyl-α-glucose without yielding formaldehyde, but glycol-aldehyde as p-nitrophenyl ozazone could be isolated as a product of oxidation. 6-O-acetyl-α-glucose cannot be tritylated, but a phenylosazone of it has been prepared, m.p. 171°.

Access options

Rent or Buy article

Get time limited or full article access on ReadCube.


All prices are NET prices.


  1. 1

    Duff, R. B., Webley, D. M., and Farmer, V. C., Nature, 179, 103 (1957).

  2. 2

    Duff, R. B., and Farmer, V. C., Biochem. J., 70, 515 (1958).

  3. 3

    Duff, R. B., J. Chem. Soc., 4730 (1957).

  4. 4

    Reeves, R. E., Coulson, R. A., Hernandez, T., and Blouin, F. A., J. Amer. Chem. Soc., 79, 6041 (1957).

Download references

Author information

Rights and permissions

Reprints and Permissions

About this article

Cite this article

FROHWEIN, Y., LEIBOWITZ, J. Synthesis of 6-O-Acetyl-α-Glucose. Nature 186, 153 (1960).

Download citation

Further reading


By submitting a comment you agree to abide by our Terms and Community Guidelines. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate.