(R)-(+)-3-((10-camphorsulfonyloxy)methyl)-1-methyl-3-(p-toluenesulfonyloxymethyl)oxindole | 1244784-43-7

• 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: (R)-(+)-3-((10-camphorsulfonyloxy)methyl)-1-methyl-3-(p-toluenesulfonyloxymethyl)oxindole
• 英文别名: [(3R)-3-[[(1S,4R)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methylsulfonyloxymethyl]-1-methyl-2-oxoindol-3-yl]methyl 4-methylbenzenesulfonate
• CAS: 1244784-43-7
• 化学式: C₂₈H₃₃NO₈S₂
• 分子量: 575.704
• InChiKey: HYXKKZDMRHFQMW-MVCUUDKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  141
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (R)-(+)-3-hydroxymethyl-1-methyl-3-((p-toluenesulfonyloxy)methyl)oxindole 、 右旋樟脑-10-磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以86%的产率得到(R)-(+)-3-((10-camphorsulfonyloxy)methyl)-1-methyl-3-(p-toluenesulfonyloxymethyl)oxindole
  参考文献：
  名称：

  Facile synthesis of optically active oxindoles by copper-catalyzed asymmetric monotosylation of prochiral 1,3-diols

  摘要：

  A facile synthetic method toward optically active 3,3-disubstituted oxindoles with excellent enantioselectivity was achieved using chiral copper-catalyzed desymmetrization of prochiral 1,3-diols. The monotosylated product was transformed into oxindole derivatives efficiently. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.03.015

文献信息

• Facile synthesis of optically active oxindoles by copper-catalyzed asymmetric monotosylation of prochiral 1,3-diols
  作者：Masami Kuriyama、Satoko Tanigawa、Yuki Kubo、Yosuke Demizu、Osamu Onomura

  DOI：10.1016/j.tetasy.2010.03.015

  日期：2010.6

  A facile synthetic method toward optically active 3,3-disubstituted oxindoles with excellent enantioselectivity was achieved using chiral copper-catalyzed desymmetrization of prochiral 1,3-diols. The monotosylated product was transformed into oxindole derivatives efficiently. (C) 2010 Elsevier Ltd. All rights reserved.