methyl 3,5-dideoxy-4,6-O-isopropylidene-D-glycero-2-hexulosonate | 176722-49-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 3,5-dideoxy-4,6-O-isopropylidene-D-glycero-2-hexulosonate
• CAS: 176722-49-9
• 化学式: C₁₀H₁₆O₅
• 分子量: 216.234
• InChiKey: GANBCGLTYUQBNE-SSDOTTSWSA-N

反应信息

• 作为反应物：
  描述：

  methyl 3,5-dideoxy-4,6-O-isopropylidene-D-glycero-2-hexulosonate 在 4-甲基苯磺酸吡啶 作用下， 以 甲醇 为溶剂， 反应 0.25h， 生成 (2R,4R)-2,4-Dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester 、 (2S,4R)-2,4-Dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of methyl esters of 3-deoxy- d - erythro -2-hexulosonic acid (KDG) analogs, inducers of the expression of pectinase genes in bacteria Erwinia chrysanthemi

  摘要：

  Two title compounds, methyl 3-deoxy-L-threo-2-hexulosonate 3 and methyl 3,5-dideoxy-D-glycero-2-hexulosonate 4, were prepared from D-glucono-1,5-lactone and proved to be gratuitous inducers of the expression of pectinase genes in the phytopathogenic bacteria Erwinia chrysanthemi.

  DOI：

  10.1016/0040-4020(96)00169-x
• 作为产物：
  描述：

  methyl 3,5-dideoxy-4,6-O-isopropylidene-D-hexonate 在 重铬酸吡啶 、 3 A molecular sieve 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以50%的产率得到methyl 3,5-dideoxy-4,6-O-isopropylidene-D-glycero-2-hexulosonate
  参考文献：
  名称：

  Synthesis of methyl esters of 3-deoxy- d - erythro -2-hexulosonic acid (KDG) analogs, inducers of the expression of pectinase genes in bacteria Erwinia chrysanthemi

  摘要：

  Two title compounds, methyl 3-deoxy-L-threo-2-hexulosonate 3 and methyl 3,5-dideoxy-D-glycero-2-hexulosonate 4, were prepared from D-glucono-1,5-lactone and proved to be gratuitous inducers of the expression of pectinase genes in the phytopathogenic bacteria Erwinia chrysanthemi.

  DOI：

  10.1016/0040-4020(96)00169-x