(3R,4S,6S,7R)-4,6,7-trihydroxy-N,3-dimethyloxocane-4-carboxamide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R,4S,6S,7R)-4,6,7-trihydroxy-N,3-dimethyloxocane-4-carboxamide
• 化学式: C₁₀H₁₉NO₅
• 分子量: 233.265
• InChiKey: AROXDPUCHBPOPV-JIOCBJNQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  99
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (5R,6R,8R,9S)-8-phenyl-5,9,10-trimethyl-1,3,7-trioxa-10-azaspiro[5.5]undecan-11-one 在 Grubbs catalyst first generation 四氧化锇 、 N-甲基吲哚酮 、 三氟化硼乙醚 、 氨 、 sodium 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 21.05h， 生成 (3R,4S,6S,7R)-4,6,7-trihydroxy-N,3-dimethyloxocane-4-carboxamide
  参考文献：
  名称：

  Enantioselective Synthesis of Functionalized Medium-Sized Oxacycles

  摘要：

  Enantioselective routes to functionalized, seven-, eight-, and nine-membered oxacycles that are amenable to further elaboration have been developed. Salient features of the methodology include highly diastereoselective and regioselective transformations of an ephedrine-derived epoxy morpholinone to functionalized precursors of the oxacycles. The ephedrine scaffold exerts remote stereocontrol in the functionalization of the appended oxacycle.

  DOI：

  10.1021/ol062484v

文献信息

• Enantioselective Synthesis of Functionalized Medium-Sized Oxacycles
  作者：Sunil V. Pansare、Vikrant A. Adsool

  DOI：10.1021/ol062484v

  日期：2006.12.1

  Enantioselective routes to functionalized, seven-, eight-, and nine-membered oxacycles that are amenable to further elaboration have been developed. Salient features of the methodology include highly diastereoselective and regioselective transformations of an ephedrine-derived epoxy morpholinone to functionalized precursors of the oxacycles. The ephedrine scaffold exerts remote stereocontrol in the functionalization of the appended oxacycle.