(1S,2S,3S,4R,5S)-2,3,4-Tris-benzyloxy-1-methyl-6,8-dioxa-bicyclo[3.2.1]octane | 764696-72-2

• 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: (1S,2S,3S,4R,5S)-2,3,4-Tris-benzyloxy-1-methyl-6,8-dioxa-bicyclo[3.2.1]octane
• CAS: 764696-72-2
• 化学式: C₂₈H₃₀O₅
• 分子量: 446.543
• InChiKey: IWFGUVOHZNUHOP-MASCHLQQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.15
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (1S,2S,3S,4R,5S)-2,3,4-Tris-benzyloxy-1-methyl-6,8-dioxa-bicyclo[3.2.1]octane 在 palladium on activated charcoal 氢气 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以68%的产率得到Acetic acid (2S,3S,4S,5R)-4,5,6-triacetoxy-2-acetoxymethyl-2-methyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Synthesis of an unusual branched-chain sugar, 5-C-methyl-l-idopyranose for SAR studies of pyranmycins: implication for the future design of aminoglycoside antibiotics

  摘要：

  The syntheses of a challenging branched-chain sugar and several L-sugars have been accomplished. Their application in studies of the antibacterial activity of pyranmycins is reported, which could provide new strategies for the future design of aminoglycoside antibiotics. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.064
• 作为产物：
  描述：

  ((2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-2-methyl-tetrahydro-pyran-2-yl)-methanol 在 三氟甲磺酸 、 溶剂黄146 作用下， 以84%的产率得到(1S,2S,3S,4R,5S)-2,3,4-Tris-benzyloxy-1-methyl-6,8-dioxa-bicyclo[3.2.1]octane
  参考文献：
  名称：

  Synthesis of an unusual branched-chain sugar, 5-C-methyl-l-idopyranose for SAR studies of pyranmycins: implication for the future design of aminoglycoside antibiotics

  摘要：

  The syntheses of a challenging branched-chain sugar and several L-sugars have been accomplished. Their application in studies of the antibacterial activity of pyranmycins is reported, which could provide new strategies for the future design of aminoglycoside antibiotics. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.064