1-(1,3-Dithianylidene)-2-methyl-3-heptanol | 102587-17-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二噻烷
• 英文名称: 1-(1,3-Dithianylidene)-2-methyl-3-heptanol
• 英文别名: (2S,3R)-1-(1,3-dithian-2-ylidene)-2-methylheptan-3-ol
• CAS: 102587-17-7；106501-07-9
• 化学式: C₁₂H₂₂OS₂
• 分子量: 246.438
• InChiKey: QUTDFZFHIGGXKL-WDEREUQCSA-N

物化性质

• 沸点：
  403.9±34.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  70.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(1,3-Dithianylidene)-2-methyl-3-heptanol 在 4-二甲氨基吡啶 、 三乙胺 、 mercury dichloride 作用下， 以 二氯甲烷 为溶剂， 反应 486.0h， 生成 (+)-反式威士忌内酯
  参考文献：
  名称：

  Resolution of Homoallylic Alcohols Containing Dithioketene Acetal Functionalities. Synthesis of Optically Active .gamma.-Lactones by a Combination of Chemical and Enzymic Methods

  摘要：

  Racemic homoallylic alcohols 1-3 containing dithioketeneacetal functionalities were prepared by addition of aldehydes to the allylic anions of ketene dithioacetals or 2-alkenyl-1,3-dithiane in a regio- and stereoselective manner. Lipase-catalyzed hydrolyses of the corresponding acetates 7-9 afforded optically active alcohols 1-3, which were treated with mercuric chloride to give gamma-lactones such as natural hop lactone, whiskey lactone, and cognac lactone.

  DOI：

  10.1021/jo00099a036
• 作为产物：
  描述：

  [1-(1,3-dithian-2-ylidene)-2-methylheptan-3-yl] acetate 生成 1-(1,3-Dithianylidene)-2-methyl-3-heptanol
  参考文献：
  名称：

  Pai Yuan-Chi, Fang Jim-Min, Wu Shih-Hsiung, J. Org. Chem, 59 (1994) N 20, S 6018-6025

  摘要：

  DOI：

文献信息

• Dichotomous regiochemistry of aldehyde and ketone in the reaction with dithio-substituted crotyllithium
  作者：Jim Min Fang、Bor Cherng Hong、Li Fan Liao

  DOI：10.1021/jo00381a026

  日期：1987.3
• Pai Yuan-Chi, Fang Jim-Min, Wu Shih-Hsiung, J. Org. Chem, 59 (1994) N 20, S 6018-6025
  作者：Pai Yuan-Chi, Fang Jim-Min, Wu Shih-Hsiung

  DOI：——

  日期：——
• Resolution of Homoallylic Alcohols Containing Dithioketene Acetal Functionalities. Synthesis of Optically Active .gamma.-Lactones by a Combination of Chemical and Enzymic Methods
  作者：Yuan-Chi Pai、Jim-Min Fang、Shih-Hsiung Wu

  DOI：10.1021/jo00099a036

  日期：1994.10

  Racemic homoallylic alcohols 1-3 containing dithioketeneacetal functionalities were prepared by addition of aldehydes to the allylic anions of ketene dithioacetals or 2-alkenyl-1,3-dithiane in a regio- and stereoselective manner. Lipase-catalyzed hydrolyses of the corresponding acetates 7-9 afforded optically active alcohols 1-3, which were treated with mercuric chloride to give gamma-lactones such as natural hop lactone, whiskey lactone, and cognac lactone.