(R,R,R)-1,3,5-tris(octan-2-yloxy)benzene | 1239913-22-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R,R,R)-1,3,5-tris(octan-2-yloxy)benzene
• 英文别名: 1,3,5-tris[[(2R)-octan-2-yl]oxy]benzene
• CAS: 1239913-22-4
• 化学式: C₃₀H₅₄O₃
• 分子量: 462.757
• InChiKey: JNLWVPJPTBZVJU-ZONZVBGPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.8
• 重原子数：
  33
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R,R,R)-1,3,5-tris(octan-2-yloxy)benzene 、 羟基甲苯磺酰碘苯 以 二氯甲烷 为溶剂， 以82%的产率得到(R,R,R)-(2,4,6-tris(octan-2-yloxy)phenyl)(phenyl)iodonium tosylate
  参考文献：
  名称：

  Design and asymmetric synthesis of chiral diaryliodonium salts

  摘要：

  The application of chiral hypervalent iodine reagents in asymmetric synthesis is highly desirable, as the reagents are metal-free, environmentally benign and employed under mild conditions. Three chiral diaryliodonium salts have been designed to provide chemoselectivity and asymmetric induction in asymmetric alpha-phenylation of carbonyl compounds. The synthetic routes to the selected targets are detailed herein, together with a structural investigation into the diastereoselectivity of the alkylation process. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.004
• 作为产物：
  描述：

  L-2-辛醇 、 1,3,5-三氟苯 在 sodium hydride 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 17.0h， 以51%的产率得到(R,R,R)-1,3,5-tris(octan-2-yloxy)benzene
  参考文献：
  名称：

  Design and asymmetric synthesis of chiral diaryliodonium salts

  摘要：

  The application of chiral hypervalent iodine reagents in asymmetric synthesis is highly desirable, as the reagents are metal-free, environmentally benign and employed under mild conditions. Three chiral diaryliodonium salts have been designed to provide chemoselectivity and asymmetric induction in asymmetric alpha-phenylation of carbonyl compounds. The synthetic routes to the selected targets are detailed herein, together with a structural investigation into the diastereoselectivity of the alkylation process. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.004

文献信息

• Design and asymmetric synthesis of chiral diaryliodonium salts
  作者：Nazli Jalalian、Berit Olofsson

  DOI：10.1016/j.tet.2010.05.004

  日期：2010.7

  The application of chiral hypervalent iodine reagents in asymmetric synthesis is highly desirable, as the reagents are metal-free, environmentally benign and employed under mild conditions. Three chiral diaryliodonium salts have been designed to provide chemoselectivity and asymmetric induction in asymmetric alpha-phenylation of carbonyl compounds. The synthetic routes to the selected targets are detailed herein, together with a structural investigation into the diastereoselectivity of the alkylation process. (C) 2010 Elsevier Ltd. All rights reserved.