r-2-o-tolyl-c-3-ethyl-c-4-chloro-tetrahydropyran | 138616-78-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: r-2-o-tolyl-c-3-ethyl-c-4-chloro-tetrahydropyran
• 英文别名: r-2-o-tolyl-t-3-ethyl-c-4-chloro-tetrahydropyran
• CAS: 138616-78-1；138616-79-2
• 化学式: C₁₄H₁₉ClO
• 分子量: 238.757
• InChiKey: KUBHBGJZXMKYBN-KWCYVHTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.09
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  反式-3-己烯-1-醇 、 alkaline earth salt of/the/ methylsulfuric acid 生成 r-2-o-tolyl-c-3-ethyl-c-4-chloro-tetrahydropyran
  参考文献：
  名称：

  Asymmetric synthesis of 2-aryl-tetrahydropyrans via arene chromium tricarbonyl methodology 2: 2-Aryl-3-ethyl-4-chloro-tetrahydropyrans

  摘要：

  Treatment of acetals derived from omicron-tolualdehyde chromium tricarbonyl and omicron-anisaldehyde chromium tricarbonyl with Z- and E-hex-3-en-1-ol and titanium tetrachloride generated, after decomplexation, completely stereoselectively the corresponding r-2-omicron-aryl-c-3-ethyl-c-4-chloro-tetrahydropyrans and r-2-omicron-aryl-t-3-ethyl-c-4-chloro-tetrahydropyrans respectively. This methodology was applied to the asymmetric synthesis of homochiral (R,R,S)- and (S,R,R)-2-omicron-anisyl-3-ethyl-4-chloro-tetrahydropyran from homochiral omicron-anisaldehyde chromium tricarbonyl and Z- and E-hex-3-en-1-ol respectively.

  DOI：

  10.1016/s0957-4166(00)82003-0