Dihydroosmundalacton | 54621-89-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: Dihydroosmundalacton
• 英文别名: (5R)-5r-hydroxy-6t-methyl-tetrahydro-pyran-2-one；(5R,6S)-5-hydroxy-6-methyloxan-2-one
• CAS: 54621-89-5
• 化学式: C₆H₁₀O₃
• 分子量: 130.144
• InChiKey: SRADPKRSAISFSJ-CRCLSJGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Dihydroosmundalacton 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到L-amicetose
  参考文献：
  名称：

  A systematic strategy for preparation of uncommon sugars through enzymatic resolution and ring-closing metathesis

  摘要：

  A systematic synthetic strategy has been developed for producing uncommon sugars. This method involved kinetic resolution allylic alcohol followed by ring-closing-metathesis (RCM) to generate optical pure lactones as the common precursors. After further derivatization, four representative uncommon sugar units were successfully synthesized. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.12.014
• 作为产物：
  描述：

  rel-(5R,6S)-5,6-Dihydro-5-hydroxy-6-methyl-2H-pyran-2-one 在 palladium on activated charcoal 氢气 作用下， 以95%的产率得到Dihydroosmundalacton
  参考文献：
  名称：

  A systematic strategy for preparation of uncommon sugars through enzymatic resolution and ring-closing metathesis

  摘要：

  A systematic synthetic strategy has been developed for producing uncommon sugars. This method involved kinetic resolution allylic alcohol followed by ring-closing-metathesis (RCM) to generate optical pure lactones as the common precursors. After further derivatization, four representative uncommon sugar units were successfully synthesized. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.12.014

文献信息

• The isolation and structure determination of the fern glycoside osmundalin and the synthesis of its aglycone osmundalactone
  作者：K.H. Hollenbeak、M.E. Kuehne

  DOI：10.1016/s0040-4020(01)97097-8

  日期：——
• A systematic strategy for preparation of uncommon sugars through enzymatic resolution and ring-closing metathesis
  作者：Lizhi Zhu、James P. Kedenburg、Ming Xian、Peng George Wang

  DOI：10.1016/j.tetlet.2004.12.014

  日期：2005.1

  A systematic synthetic strategy has been developed for producing uncommon sugars. This method involved kinetic resolution allylic alcohol followed by ring-closing-metathesis (RCM) to generate optical pure lactones as the common precursors. After further derivatization, four representative uncommon sugar units were successfully synthesized. (C) 2004 Elsevier Ltd. All rights reserved.