(3R)-3-tetrahydropyranyloxypent-4-enal | 1398309-04-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (3R)-3-tetrahydropyranyloxypent-4-enal
• 英文别名: (3R)-3-(oxan-2-yloxy)pent-4-enal
• CAS: 1398309-04-0
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: FTFUZEASDJUXBC-RGURZIINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R)-3-tetrahydropyranyloxypent-4-enal 在 4-甲基苯磺酸吡啶 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 12.25h， 生成 (R)-6-vinyl-5,6-dihydro-2H-pyran-2-one
  参考文献：
  名称：

  A chemoenzymatic asymmetric synthesis of (+)-strictifolione

  摘要：

  A chemoenzymatic asymmetric synthesis of the title compound has been developed using an efficient lipase-catalyzed acylation and a chiral reagent-directed diastereoselective allylation as the key steps for incorporating the stereogenic centers. A cross metathesis was employed to obtain the required E-olefin geometry of the target compound. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.06.015
• 作为产物：
  描述：

  5-((tert-butyldimethylsilyl)oxy)pent-1-en-3-ol 在 四丁基氟化铵 、 sodium acetate 、 4-甲基苯磺酸吡啶 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 75.0h， 生成 (3R)-3-tetrahydropyranyloxypent-4-enal
  参考文献：
  名称：

  A chemoenzymatic asymmetric synthesis of (+)-strictifolione

  摘要：

  A chemoenzymatic asymmetric synthesis of the title compound has been developed using an efficient lipase-catalyzed acylation and a chiral reagent-directed diastereoselective allylation as the key steps for incorporating the stereogenic centers. A cross metathesis was employed to obtain the required E-olefin geometry of the target compound. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.06.015

文献信息

• A chemoenzymatic asymmetric synthesis of (+)-strictifolione
  作者：Sneha Ghadigaonkar、Mrunesh R. Koli、Sunita S. Gamre、Manoj K. Choudhary、Subrata Chattopadhyay、Anubha Sharma

  DOI：10.1016/j.tetasy.2012.06.015

  日期：2012.7

  A chemoenzymatic asymmetric synthesis of the title compound has been developed using an efficient lipase-catalyzed acylation and a chiral reagent-directed diastereoselective allylation as the key steps for incorporating the stereogenic centers. A cross metathesis was employed to obtain the required E-olefin geometry of the target compound. (C) 2012 Elsevier Ltd. All rights reserved.