1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1R,2R,3R,5S)-2,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]thiourea | 1265136-84-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1R,2R,3R,5S)-2,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]thiourea
• CAS: 1265136-84-2
• 化学式: C₁₉H₂₂F₆N₂S
• 分子量: 424.453
• InChiKey: KJOFIRALIGQAMZ-ANGCBRKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (1R,2R,3R,5S)-(-)-Isopinocampheylamine 、 3,5-双(三氟甲基)苯基异硫氰酯 以 二氯甲烷 为溶剂， 反应 24.0h， 以70%的产率得到1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1R,2R,3R,5S)-2,6,6-trimethyl-3-bicyclo[3.1.1]heptanyl]thiourea
  参考文献：
  名称：

  Asymmetric Acyl-Strecker Reaction Promoted by Novel Thiourea Organocatalyst

  摘要：

  Asymmetric acyl-Strecker reaction using novel thiourea organocatalyst is described. Screening experiments of the catalysts revealed that a bifunctional organocatalyst afforded an enantio-enriched product via an unique mechanism. That is, dihydroisoquinoline derivatives were converted to a corresponding 1-cyano-1,2,3,4-tetrahydroisoquinolines using the bifunctional thiourea catalyst derived from Betti base in moderate yield and enantioselectivity.

  DOI：

  10.3987/com-10-12055

文献信息

• Asymmetric Acyl-Strecker Reaction Promoted by Novel Thiourea Organocatalyst
  作者：Takashi Itoh、Eisuke Toyoshima、Michiko Miyazaki、Takuya Kanemitsu

  DOI：10.3987/com-10-12055

  日期：——

  Asymmetric acyl-Strecker reaction using novel thiourea organocatalyst is described. Screening experiments of the catalysts revealed that a bifunctional organocatalyst afforded an enantio-enriched product via an unique mechanism. That is, dihydroisoquinoline derivatives were converted to a corresponding 1-cyano-1,2,3,4-tetrahydroisoquinolines using the bifunctional thiourea catalyst derived from Betti base in moderate yield and enantioselectivity.