Acetic Anhydride → 1,2,3,4,6-Penta-O-acetyl-D-mannopyranose

HRID 2415001

反応式

HRID 2415001 の反応式
[OH:1][CH:2]1[O:10][C@H:9]([CH2:11][OH:12])[C@@H:7](O)[C@H:5]([OH:6])[C@@H:3]1O.[C:13]([O:16][C:17](=[O:19])[CH3:18])(=[O:15])[CH3:14]>N1C=CC=CC=1>[C:13]([O:16][CH:17]1[O:19][C@H:7]([CH2:5][O:6][C:11](=[O:12])[CH3:9])[C@@H:9]([O:10][C:2](=[O:1])[CH3:3])[C@H:11]([O:12][C:5](=[O:6])[CH3:7])[C@@H:18]1[O:10][C:2](=[O:1])[CH3:3])(=[O:15])[CH3:14]

参加物

4

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 a to β ratio of both anomers at 4:1. Separation of the α,β-anomers of the above-mentioned title compound can be eliminated to carry out the reaction steps below.

後処理

  1. customyields

出典と根拠

ORDレコード
ord-cad668b37d2a4fd7be8d34a359c4a14d
出典データセット
uspto-grants-2004_11
特許番号
US06818203B2

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