Isopropylidenation of raffinose.

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概要

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• A reaction of raffinose with an excess amount of 2,2-dimethoxypropane and <I>p</I>-toluenesulfonic acid as a catalyst in <I>N</I>,<I>N</I>′-dimethylformamide, followed by acetylation, gave seven kinds of mono-, di, or tri-<I>O</I>-isopropylideneraffinose peracetates with at least five kinds of minor products. A reaction of raffinose with a limited amount of 2,2-dimethoxypropane gave a new isopropylidene derivative with some of the derivatives described above. The isopropylidenation occurred at 1′,2-, 2,3-, 2″,3″-, 3,4-, 3″,4″-, and 4″,6″-positions. The structures of these compounds were established by <SUP>1</SUP>H and <SUP>13</SUP>C NMR analyses.

• 公益社団法人 日本化学会の論文

著者

• Otake Toshiki

  Department of Applied Chemistry, Faculty of Engineering, Keio University

• Tsukahara Junko

  Department of Food and Nutrition, Yamanashi Gakuin Junior College

関連論文

• Synthesis of stachyose tetradecaacetate and an isomer.
• Studies of tritylated pentoses and 6-deoxyhexoses. II. Trityl ethers of methyl .ALPHA.- and .BETA.-L-rhamnopyranoside and their derivatives.
• Isopropylidenation of raffinose.
• Studies of tritylated pentoses and 6-deoxyhexoses. III. The O-tritylation of methyl .ALPHA.- and .BETA.-D-xylopyranoside.
• Synthesis of mono-O-tritylraffinoses and deca-O-acetylraffinoses.

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