(4S)-4-tert-butyl-2-(2-phenylphenyl)-4,5-dihydro-1,3-oxazole | 1039038-08-8

• 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: (4S)-4-tert-butyl-2-(2-phenylphenyl)-4,5-dihydro-1,3-oxazole
• CAS: 1039038-08-8
• 化学式: C₁₉H₂₁NO
• 分子量: 279.382
• InChiKey: RHPZGZJXWIMECC-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4S)-4-tert-butyl-2-(2-phenylphenyl)-4,5-dihydro-1,3-oxazole 在 palladium diacetate 碘苯二乙酸 、 碘 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以79%的产率得到(S)-4-tert-butyl-2-(2',6'-diiodobiphenyl-2-yl)-4,5-dihydrooxazole
  参考文献：
  名称：

  Remote C–H bond functionalization reveals the distance-dependent isotope effect

  摘要：

  Iodination of remote aryl C-H bonds has been achieved using palladium acetate as the catalyst and iodoacetate (IOAc) as the oxidant. Systematic kinetic isotope studies imply a mechanistic regime shift as the number of bonds separating the directing heteroatom and the target C-H bond increases. Both isotope and electronic effects observed in remote C-H bond activation are consistent with an electrophilic palladation pathway in which the initial palladation is slower than the C-H bond cleavage. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.03.026
• 作为产物：
  描述：

  在 三苯基膦 作用下， 生成 (4S)-4-tert-butyl-2-(2-phenylphenyl)-4,5-dihydro-1,3-oxazole
  参考文献：
  名称：

  Remote C–H bond functionalization reveals the distance-dependent isotope effect

  摘要：

  Iodination of remote aryl C-H bonds has been achieved using palladium acetate as the catalyst and iodoacetate (IOAc) as the oxidant. Systematic kinetic isotope studies imply a mechanistic regime shift as the number of bonds separating the directing heteroatom and the target C-H bond increases. Both isotope and electronic effects observed in remote C-H bond activation are consistent with an electrophilic palladation pathway in which the initial palladation is slower than the C-H bond cleavage. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.03.026

文献信息

• LIPHAGAL ENANTIOMERS AND THEIR DERIVATIVES AND PRECURSORS, AND ENANTIOSELECTIVE METHODS OF MAKING THE SAME
  申请人：Stoltz Brian M.

  公开号：US20130023676A1

  公开（公告）日：2013-01-24

  Enantioenriched compositions of liphagal and its derivatives and precursors include more than 50 mol % of a first enantiomer based on the total amount of a first and a second enantiomer. A method of making an enantioenriched composition includes catalytic enantioselective alkylation, ring expansion, and intramolecular aryne cyclization.
• US8653307B2
  申请人：——

  公开号：US8653307B2

  公开（公告）日：2014-02-18