(1S)-1-[(2S,3S)-3-propyloxiran-2-yl]-2-propen-1-ol | 1353566-56-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S)-1-[(2S,3S)-3-propyloxiran-2-yl]-2-propen-1-ol
• 英文别名: (1S)-1-[(2S,3S)-3-propyloxiran-2-yl]prop-2-en-1-ol
• CAS: 1353566-56-9
• 化学式: C₈H₁₄O₂
• 分子量: 142.198
• InChiKey: FTHBOCCIESBOLR-FXQIFTODSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  32.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S)-1-[(2S,3S)-3-propyloxiran-2-yl]-2-propen-1-ol 在 Grubbs catalyst first generation 、 titanium(IV) isopropylate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 40.25h， 生成 (+)-lethaloxin
  参考文献：
  名称：

  Titanium(IV)-Promoted Regioselective Nucleophilic Ring-Opening Reaction of Chiral Epoxyallyl Alcohols with Acids as a Tool for Ready Access to Chiral 1,2,3-Triol Monoesters: Application to Stereoselective Total Synthesis of Macrolides

  摘要：

  Titanium(IV)-promoted regioselective ring-opening reaction of chiral epoxy-allyl alcohols (Sharpless conditions as the key strategic step) is developed as a tool for ready access to chiral 5,6-dihydroxyoct-7-en-4-yl alkoxylates. Later, the synthetic utility of products thereof was demonstrated through the RCM based stereoselective synthesis of various natural products.

  DOI：

  10.1021/jo202199g
• 作为产物：
  描述：

  反式-2-已烯-1-醇 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 L-(+)-酒石酸二异丙酯 、 二甲基亚砜 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 19.25h， 生成 (1S)-1-[(2S,3S)-3-propyloxiran-2-yl]-2-propen-1-ol
  参考文献：
  名称：

  Titanium(IV)-Promoted Regioselective Nucleophilic Ring-Opening Reaction of Chiral Epoxyallyl Alcohols with Acids as a Tool for Ready Access to Chiral 1,2,3-Triol Monoesters: Application to Stereoselective Total Synthesis of Macrolides

  摘要：

  Titanium(IV)-promoted regioselective ring-opening reaction of chiral epoxy-allyl alcohols (Sharpless conditions as the key strategic step) is developed as a tool for ready access to chiral 5,6-dihydroxyoct-7-en-4-yl alkoxylates. Later, the synthetic utility of products thereof was demonstrated through the RCM based stereoselective synthesis of various natural products.

  DOI：

  10.1021/jo202199g

文献信息

• Titanium(IV)-Promoted Regioselective Nucleophilic Ring-Opening Reaction of Chiral Epoxyallyl Alcohols with Acids as a Tool for Ready Access to Chiral 1,2,3-Triol Monoesters: Application to Stereoselective Total Synthesis of Macrolides
  作者：Palakodety Radha Krishna、D. Venkata Ramana

  DOI：10.1021/jo202199g

  日期：2012.1.6

  Titanium(IV)-promoted regioselective ring-opening reaction of chiral epoxy-allyl alcohols (Sharpless conditions as the key strategic step) is developed as a tool for ready access to chiral 5,6-dihydroxyoct-7-en-4-yl alkoxylates. Later, the synthetic utility of products thereof was demonstrated through the RCM based stereoselective synthesis of various natural products.