Acetic acid (2S,3R,4S,6R)-2-methoxy-4-methoxymethoxy-6-methyl-tetrahydro-pyran-3-yl ester | 454479-45-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: Acetic acid (2S,3R,4S,6R)-2-methoxy-4-methoxymethoxy-6-methyl-tetrahydro-pyran-3-yl ester
• CAS: 454479-45-9
• 化学式: C₁₁H₂₀O₆
• 分子量: 248.276
• InChiKey: JUEJKOSMLDICID-DQDDRIPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.69
• 重原子数：
  17.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,3R,4S,6R)-2-methoxy-4-methoxymethoxy-6-methyl-tetrahydro-pyran-3-yl ester 在 甲醇 、 sodium methylate 、 四丁基碘化铵 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 (2S,3R,4S,6R)-3-Benzyloxy-2-methoxy-4-methoxymethoxy-6-methyl-tetrahydro-pyran
  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：

  methyl 4,6-dideoxy-α-D-glucopyranoside 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 Acetic acid (2S,3R,4S,6R)-2-methoxy-4-methoxymethoxy-6-methyl-tetrahydro-pyran-3-yl ester
  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