(2R,3S)-1-(1,3-Dithianylidene)-2-methyl-3-pentanol

• 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: (2R,3S)-1-(1,3-Dithianylidene)-2-methyl-3-pentanol
• 英文别名: (2R,3S)-1-(1,3-dithian-2-ylidene)-2-methylpentan-3-ol
• 化学式: C₁₀H₁₈OS₂
• 分子量: 218.384
• InChiKey: IHGNLDJEGQWIOK-BDAKNGLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  (2R,3S)-1-(1,3-Dithianylidene)-2-methyl-3-pentanol 、 甲醇 、 水 、 氯化汞(II) 以95%的产率得到
  参考文献：
  名称：

  FANG JIM-MIN; HONG BOR-CHERNG; LIAO LI-FAN, J. ORG. CHEM., 52,(1987) N 5, 855-861

  摘要：

  DOI：
• 作为产物：
  描述：

  2-((E)-2-propen-1-yl)-[1,3]dithiane 在 4-二甲氨基吡啶 、 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 49.67h， 生成 (2R,3S)-1-(1,3-Dithianylidene)-2-methyl-3-pentanol
  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

文献信息

• FANG JIM-MIN; HONG BOR-CHERNG; LIAO LI-FAN, J. ORG. CHEM., 52,(1987) N 5, 855-861
  作者：FANG JIM-MIN、 HONG BOR-CHERNG、 LIAO LI-FAN

  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.