[2-(2'-Hydroxy-6'-trifluoromethyl-[1,1']binaphthalenyl-2-ylamino)-ethyl]-(2,4,6-trimethyl-phenyl)-carbamic acid tert-butyl ester | 627536-34-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [2-(2'-Hydroxy-6'-trifluoromethyl-[1,1']binaphthalenyl-2-ylamino)-ethyl]-(2,4,6-trimethyl-phenyl)-carbamic acid tert-butyl ester
• CAS: 627536-34-9
• 化学式: C₃₇H₃₇F₃N₂O₃
• 分子量: 614.708
• InChiKey: CSHUHNWWCZSQPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.16
• 重原子数：
  45.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  61.8
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [2-(2'-Hydroxy-6'-trifluoromethyl-[1,1']binaphthalenyl-2-ylamino)-ethyl]-(2,4,6-trimethyl-phenyl)-carbamic acid tert-butyl ester 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 3-(2'-Hydroxy-6'-trifluoromethyl-[1,1']binaphthalenyl-2-yl)-1-(2,4,6-trimethyl-phenyl)-4,5-dihydro-3H-imidazol-1-ium; chloride
  参考文献：
  名称：

  Chiral Ru-Based Complexes for Asymmetric Olefin Metathesis:  Enhancement of Catalyst Activity through Steric and Electronic Modifications

  摘要：

  Design, synthesis, characterization, and catalytic activity of six enantiomerically pure Ru-based metathesis catalysts are disclosed (3a-3f). The new chiral catalysts were prepared through steric and electronic alterations of the parent catalyst system (3). The present studies indicate that the effect of structural modifications of chiral complex 3 does not always correspond to those of the related achiral complexes. The present findings illustrate that modified Ru complexes (3e and 3f) deliver reactivity levels that are more than 2 orders of magnitude higher than 3. Reactivity and physical data are provided that shed light on the origin of activity differences. Some members of the new generation of chiral Ru catalysts promote asymmetric ring-opening (AROM) and ring-closing (ARCM) metatheses that cannot be effected by the first generation chiral catalyst (3).

  DOI：

  10.1021/ja0302228
• 作为产物：
  描述：

  2-碘-6-甲氧基萘 在 potassium fluoride 、 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 三溴化硼 、 三乙酰氧基硼氢化钠 、 magnesium 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 96.0h， 生成 [2-(2'-Hydroxy-6'-trifluoromethyl-[1,1']binaphthalenyl-2-ylamino)-ethyl]-(2,4,6-trimethyl-phenyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Chiral Ru-Based Complexes for Asymmetric Olefin Metathesis:  Enhancement of Catalyst Activity through Steric and Electronic Modifications

  摘要：

  Design, synthesis, characterization, and catalytic activity of six enantiomerically pure Ru-based metathesis catalysts are disclosed (3a-3f). The new chiral catalysts were prepared through steric and electronic alterations of the parent catalyst system (3). The present studies indicate that the effect of structural modifications of chiral complex 3 does not always correspond to those of the related achiral complexes. The present findings illustrate that modified Ru complexes (3e and 3f) deliver reactivity levels that are more than 2 orders of magnitude higher than 3. Reactivity and physical data are provided that shed light on the origin of activity differences. Some members of the new generation of chiral Ru catalysts promote asymmetric ring-opening (AROM) and ring-closing (ARCM) metatheses that cannot be effected by the first generation chiral catalyst (3).

  DOI：

  10.1021/ja0302228