(R)-tert-butyl (3-(tert-butylperoxy)-1-methyl-2-oxoindolin-3-yl)carbamate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-tert-butyl (3-(tert-butylperoxy)-1-methyl-2-oxoindolin-3-yl)carbamate
• 英文别名: tert-butyl (3-(tert-butylperoxy)-1-methyl-2-oxoindolin-3-yl)carbamate；tert-butyl N-[(3R)-3-tert-butylperoxy-1-methyl-2-oxoindol-3-yl]carbamate
• 化学式: C₁₈H₂₆N₂O₅
• 分子量: 350.415
• InChiKey: ZZMIJKKGVQEPKT-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  77.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  叔丁基过氧化氢 、 tert-butyl 1-methyl-2-oxoindolin-3-ylidenecarbamate 在 C₃₄H₃₀F₆N₄S 作用下， 以 乙醚 为溶剂， 反应 11.0h， 以33%的产率得到
  参考文献：
  名称：

  The 2′-phenyl cinchonidine thiourea-catalyzed asymmetric addition of alcohols to isatin-derived N-Boc ketimines

  摘要：

  Optically active isatin-derived N,0-aminals were obtained through the catalytic asymmetric addition of various alcohols to isatin-derived N-Boc ketimines. Using 2'-phenyl cinchonidine thiourea as the catalyst, adducts were obtained in 96% yield and with up to 92% ee. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2015.08.011

文献信息

• PyBidine–NiCl₂-Catalyzed Asymmetric Addition of Alcohols and Peroxides to Isatin-Derived Ketimines
  作者：Takayoshi Arai、Kento Tsuchiya、Eri Matsumura

  DOI：10.1021/acs.orglett.5b00928

  日期：2015.5.15

  An (S,S)-diphenyldiamine-derived bis(imidazolidine)pyridine (PyBidine)-NiCl2 complex catalyzed the asymmetric addition of methanol and peroxides to isatin-derived N-Boc-imines to form chiral quaternary N,O-acetals at the C3 position of the resulting oxiindoles in up to 99% yield with 94% ee.