5-(1,3-dioxo-4,4-dimethyl-5-benzyloxyhept-6-ynyl)-2,2-dimethyl[1,3]dioxane-4,6-dione | 475089-51-1

• 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: 5-(1,3-dioxo-4,4-dimethyl-5-benzyloxyhept-6-ynyl)-2,2-dimethyl[1,3]dioxane-4,6-dione
• 英文别名: 5-(4,4-Dimethyl-3-oxo-5-phenylmethoxyhept-6-ynoyl)-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS: 475089-51-1
• 化学式: C₂₂H₂₄O₇
• 分子量: 400.428
• InChiKey: MNXXVSOBTMWMKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  96
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-(1,3-dioxo-4,4-dimethyl-5-benzyloxyhept-6-ynyl)-2,2-dimethyl[1,3]dioxane-4,6-dione 以 甲苯 为溶剂， 反应 1.5h， 以99%的产率得到6-(2-benzyloxy-1,1-dimethylbut-3-ynyl)-4-hydroxy-2-oxo-2H-pyran-3-carboxylic acid
  参考文献：
  名称：

  The Synthesis of Deoxyfusapyrone. 1. An Approach to the Pyrone Moiety

  摘要：

  An effective synthesis of the C1-C10 component of deoxyfusapyrone has been achieved that will allow for the synthesis of both the (R) and (S) form of the C-8 chiral center starting from optically pure (+)- and (-)-3,3-dimethyl-2-hydroxy-gammalactone (pantolactone).

  DOI：

  10.1021/jo0204707
• 作为产物：
  描述：

  tert-butyl 5-benzyloxy-3-hydroxy-4,4-dimethylhept-6-ynoate 在 4-二甲氨基吡啶 、 sodium acetate 、 N,N'-二环己基碳二亚胺 、 pyridinium chlorochromate 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 34.5h， 生成 5-(1,3-dioxo-4,4-dimethyl-5-benzyloxyhept-6-ynyl)-2,2-dimethyl[1,3]dioxane-4,6-dione
  参考文献：
  名称：

  The Synthesis of Deoxyfusapyrone. 1. An Approach to the Pyrone Moiety

  摘要：

  An effective synthesis of the C1-C10 component of deoxyfusapyrone has been achieved that will allow for the synthesis of both the (R) and (S) form of the C-8 chiral center starting from optically pure (+)- and (-)-3,3-dimethyl-2-hydroxy-gammalactone (pantolactone).

  DOI：

  10.1021/jo0204707

文献信息

• The Synthesis of Deoxyfusapyrone. 1. An Approach to the Pyrone Moiety
  作者：Michael G. Organ、Junquan Wang

  DOI：10.1021/jo0204707

  日期：2002.11.1

  An effective synthesis of the C1-C10 component of deoxyfusapyrone has been achieved that will allow for the synthesis of both the (R) and (S) form of the C-8 chiral center starting from optically pure (+)- and (-)-3,3-dimethyl-2-hydroxy-gammalactone (pantolactone).