反応 #565301

反応方程式

α,β-D-mannopyranose

acetic acid anhydride

→

above-mentioned title compound

収率 96.7%

1,2,3,4,6-Penta-O-acetyl-α,β-D-mannopyranose

収率 96.7%

溶媒

—

Carbohydrate

pyridine

反応条件

後処理

1. 1
   その他yields

実験手順

Analogously to what is described in the literature [M. L. Wolfrom and A. Thompson in Methods in Carbohydrate Chemistry (R. L. Whistler, M. L. Wolfrom and J. N. BeMiller, Eds.), Academic Press, New York, Vol. II, 53, pp. 211-215, (1963)], the reaction of 150 g (832.5 mmol) of α,β-D-mannopyranose with a mixture that consists of 1500 ml of absolute pyridine and 1500 ml of acetic acid anhydride yields, after working-up, 315 g (96.7%) of the above-mentioned title compound as a crude product in the form of a viscous and colorless oil. By 1H-NMR spectroscopic study of the thus obtained title compound, it was possible to determine the α to β ratio of both anomers at 4:1. Separation of α,β-anomers of the above-mentioned title compound can be eliminated to perform the subsequent reaction step.

出典