[(2S,3R,4S,6R)-2-methoxy-6-methyl-4-phenylmethoxyoxan-3-yl] acetate | 454479-43-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(2S,3R,4S,6R)-2-methoxy-6-methyl-4-phenylmethoxyoxan-3-yl] acetate
• CAS: 454479-43-7
• 化学式: C₁₆H₂₂O₅
• 分子量: 294.348
• InChiKey: ICBSUAHTSPTRRE-CAPXZKIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(2S,3R,4S,6R)-2-methoxy-6-methyl-4-phenylmethoxyoxan-3-yl] acetate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以99%的产率得到methyl 2-O-acetyl-4,6-dideoxy-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of TDP-3-amino-3,4,6-trideoxy-α-d-xylo-hexopyranose—The immediate precursor of TDP-α-d-desosamine

  摘要：

  A synthetic pathway producing the title compound starting from methyl alpha-D-glucose is described. This compound was shown to be a substrate for DesVI an AdoMet-dependent methyltransferase which catalyzes N,N-dimethylation of the title compound to give a biological significant unusual sugar, desosamine. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00209-3
• 作为产物：
  描述：

  (2S,3R,4R,5S,6R)-5-chloro-6-(chloromethyl)-2-methoxytetrahydro-2H-pyran-3,4-diol 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 生成 [(2S,3R,4S,6R)-2-methoxy-6-methyl-4-phenylmethoxyoxan-3-yl] acetate
  参考文献：
  名称：

  Synthesis of TDP-3-amino-3,4,6-trideoxy-α-d-xylo-hexopyranose—The immediate precursor of TDP-α-d-desosamine

  摘要：

  A synthetic pathway producing the title compound starting from methyl alpha-D-glucose is described. This compound was shown to be a substrate for DesVI an AdoMet-dependent methyltransferase which catalyzes N,N-dimethylation of the title compound to give a biological significant unusual sugar, desosamine. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00209-3