1-[(R)-1-(1-Naphthyl)ethyl]-3-[3,5-bis(trifluoromethyl)phenyl]thiourea | 1265136-82-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[(R)-1-(1-Naphthyl)ethyl]-3-[3,5-bis(trifluoromethyl)phenyl]thiourea
• 英文别名: 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(1R)-1-naphthalen-1-ylethyl]thiourea
• CAS: 1265136-82-0
• 化学式: C₂₁H₁₆F₆N₂S
• 分子量: 442.428
• InChiKey: AERWWPASXNWCOZ-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 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：

  (R)-1-(1-萘基)乙胺 、 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82%的产率得到1-[(R)-1-(1-Naphthyl)ethyl]-3-[3,5-bis(trifluoromethyl)phenyl]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

• Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction
  作者：Wei Tan、Jianpeng Wei、Xuefeng Jiang

  DOI：10.1021/acs.orglett.7b00819

  日期：2017.4.21

  An efficient and practical thiocarbonyl surrogate via combination of sulfur and chloroform has been developed. A variety of thiocarbamides and oxazolidinethiones have been established, including chiral thiourea catalysts and chiral oxazolidinethione auxiliaries with high selectivity. Meanwhile, pesticides Diafenthiuron (an acaricide), ANTU (a rodenticide), and Chloromethiuron (an insecticide) were

  已经开发了通过硫和氯仿的组合的有效和实用的硫代羰基替代物。已经建立了多种硫代脲和恶唑烷硫酮，包括具有高选择性的手性硫脲催化剂和手性恶唑烷硫酮助剂。同时，实际上通过克方法通过该方法合成了杀虫剂DiafeNThiuron（一种杀螨剂），ANTU（一种灭鼠剂）和Chloromethiuron（一种杀虫剂）。通过卡宾捕集控制实验进一步确认了作为主要中间体的双氯卡宾。