(1S,6S)-1-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptan-2-one | 1236979-52-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (1S,6S)-1-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptan-2-one
• CAS: 1236979-52-4
• 化学式: C₇H₁₀O₃
• 分子量: 142.155
• InChiKey: CXPRLWFHTUIDFX-NKWVEPMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,6S)-1-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptan-2-one 在 Jones reagent 作用下， 以 丙酮 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Enantioselective total synthesis of idesolide via NaHCO3-promoted dimerization

  摘要：

  The enantioselective total synthesis of idesolide has been accomplished in 20% overall yield from a known allylic alcohol by a nine-step sequence involving the Sharpless asymmetric epoxidation as the source of chirality and an efficient NaHCO3-promoted dimerization of the monomeric form of idesolide as the key transformation. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.034
• 作为产物：
  描述：

  2-(羟甲基)环己-2-烯-1-酮 在 titanium(IV) isopropylate 、 L-(+)-酒石酸二异丙酯 、 叔丁基过氧化氢 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以87%的产率得到(1S,6S)-1-(hydroxymethyl)-7-oxabicyclo[4.1.0]heptan-2-one
  参考文献：
  名称：

  Enantioselective total synthesis of idesolide via NaHCO3-promoted dimerization

  摘要：

  The enantioselective total synthesis of idesolide has been accomplished in 20% overall yield from a known allylic alcohol by a nine-step sequence involving the Sharpless asymmetric epoxidation as the source of chirality and an efficient NaHCO3-promoted dimerization of the monomeric form of idesolide as the key transformation. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.034

文献信息

• Enantioselective total synthesis of idesolide via NaHCO3-promoted dimerization
  作者：Tomohiro Nagasawa、Naoyuki Shimada、Munefumi Torihata、Shigefumi Kuwahara

  DOI：10.1016/j.tet.2010.05.034

  日期：2010.7

  The enantioselective total synthesis of idesolide has been accomplished in 20% overall yield from a known allylic alcohol by a nine-step sequence involving the Sharpless asymmetric epoxidation as the source of chirality and an efficient NaHCO3-promoted dimerization of the monomeric form of idesolide as the key transformation. (C) 2010 Elsevier Ltd. All rights reserved.