(3aS,7aR)-ethyl 2,2-dimethyl-7-(4-nitrobenzoyloxy)-3a,6,7,7a-tetrahydrobenzo[d][1,3]dioxole-5-carboxylate | 1202183-72-9

• 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: (3aS,7aR)-ethyl 2,2-dimethyl-7-(4-nitrobenzoyloxy)-3a,6,7,7a-tetrahydrobenzo[d][1,3]dioxole-5-carboxylate
• CAS: 1202183-72-9
• 化学式: C₁₉H₂₁NO₈
• 分子量: 391.378
• InChiKey: SGVYYHZRQOBIJY-MERJSTESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.53
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  114.2
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (3aS,7aR)-ethyl 2,2-dimethyl-7-(4-nitrobenzoyloxy)-3a,6,7,7a-tetrahydrobenzo[d][1,3]dioxole-5-carboxylate 在 溶剂黄146 作用下， 反应 10.0h， 生成
  参考文献：
  名称：

  A concise route to (−)-shikimic acid and (−)-5-epi-shikimic acid, and their enantiomers via Barbier reaction and ring-closing metathesis

  摘要：

  A simple route for the synthesis of naturally occurring (-)-shikimic acid, (-)-5-epi-shikimic acid, and their enantiomers from D-ribose-derived enantiomeric aldehydes 8a and 8b by employing Barbier reaction and ring-closing metathesis as key steps has been developed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.111
• 作为产物：
  描述：

  (3aS,7aR)-ethyl 7-hydroxy-2,2-dimethyl-3a,6,7,7a-tetrahydrobenzo[d][1,3]dioxole-5-carboxylate 、 4-硝基苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以98%的产率得到(3aS,7aR)-ethyl 2,2-dimethyl-7-(4-nitrobenzoyloxy)-3a,6,7,7a-tetrahydrobenzo[d][1,3]dioxole-5-carboxylate
  参考文献：
  名称：

  A concise route to (−)-shikimic acid and (−)-5-epi-shikimic acid, and their enantiomers via Barbier reaction and ring-closing metathesis

  摘要：

  A simple route for the synthesis of naturally occurring (-)-shikimic acid, (-)-5-epi-shikimic acid, and their enantiomers from D-ribose-derived enantiomeric aldehydes 8a and 8b by employing Barbier reaction and ring-closing metathesis as key steps has been developed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.111