3-deoxy-4,5,7-tri-O-benzyl-α-D-glycero-D-xylo-hept-2-ulopyranose | 1312437-72-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-deoxy-4,5,7-tri-O-benzyl-α-D-glycero-D-xylo-hept-2-ulopyranose
• 英文别名: (2R,4R,5S,6R)-2-(hydroxymethyl)-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-ol
• CAS: 1312437-72-1
• 化学式: C₂₈H₃₂O₆
• 分子量: 464.558
• InChiKey: SSBCDNLPTWDPAC-ZZXHUEHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-deoxy-4,5,7-tri-O-benzyl-α-D-glycero-D-xylo-hept-2-ulopyranose 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以83%的产率得到3-deoxy-α-D-glycero-D-xylo-hept-2-ulopyranose
  参考文献：
  名称：

  Highly Efficient Synthesis of Ketoheptoses

  摘要：

  A reliable, facile, high overall yielding and diastereoselective synthesis of ketoheptoses was developed and applied for preparation of the two most diabetogenic ketoheptoses as well as in a modified version for the synthesis of kamusol.

  DOI：

  10.1021/ol2012764
• 作为产物：
  描述：

  2-deoxy-3,4,6-tri-O-benzyl-D-glucono-1,5-lactone 在 potassium osmate(VI) dihydrate 、 水 、 potassium carbonate 、 potassium hexacyanoferrate(III) 作用下， 以 甲苯 、 叔丁醇 为溶剂， 反应 120.0h， 生成 3-deoxy-4,5,7-tri-O-benzyl-α-D-glycero-D-xylo-hept-2-ulopyranose
  参考文献：
  名称：

  Highly Efficient Synthesis of Ketoheptoses

  摘要：

  A reliable, facile, high overall yielding and diastereoselective synthesis of ketoheptoses was developed and applied for preparation of the two most diabetogenic ketoheptoses as well as in a modified version for the synthesis of kamusol.

  DOI：

  10.1021/ol2012764

文献信息

• Highly Efficient Synthesis of Ketoheptoses
  作者：Daniel Waschke、Julian Thimm、Joachim Thiem

  DOI：10.1021/ol2012764

  日期：2011.7.15

  A reliable, facile, high overall yielding and diastereoselective synthesis of ketoheptoses was developed and applied for preparation of the two most diabetogenic ketoheptoses as well as in a modified version for the synthesis of kamusol.