ethyl 2-[1-methyl-3-(1-adamantyloxycarbonylamino)-4-bromoindolin-2-one-3-ylthio]acetate

• 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: ethyl 2-[1-methyl-3-(1-adamantyloxycarbonylamino)-4-bromoindolin-2-one-3-ylthio]acetate
• 英文别名: ethyl 2-[(3R)-3-(1-adamantyloxycarbonylamino)-4-bromo-1-methyl-2-oxoindol-3-yl]sulfanylacetate
• 化学式: C₂₄H₂₉BrN₂O₅S
• 分子量: 537.475
• InChiKey: XRUACTRKFHCOOL-HITZELJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-bromo-1-methyl-3-(1-adamantoxycarbonylimino)indolin-2-one 、 巯基乙酸乙酯 在 三甲基硅醇 、 (R)-N-(2-pyridinesulfonyl)-(6-methoxyquinolin-4-yl)((2S)-8-vinylquinuclidin-2-yl)methanamine 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以91%的产率得到ethyl 2-[1-methyl-3-(1-adamantyloxycarbonylamino)-4-bromoindolin-2-one-3-ylthio]acetate
  参考文献：
  名称：

  Organocatalytic Enantioselective Addition of Thiols to Ketimines Derived from Isatins

  摘要：

  The first catalytic enantioselective addition of thiols to ketimines derived from isatins has been developed. Excellent yields and enantioselectivities were observed for the reaction of various ketimines and thiols using a cinchona alkaloid sulfonamide catalyst. Both enantiomers of products could be obtained by using pseudoenantiomeric chiral catalysts.

  DOI：

  10.1021/ol503309s

文献信息

• Organocatalytic Enantioselective Addition of Thiols to Ketimines Derived from Isatins
  作者：Shuichi Nakamura、Shun Takahashi、Daisuke Nakane、Hideki Masuda

  DOI：10.1021/ol503309s

  日期：2015.1.2

  The first catalytic enantioselective addition of thiols to ketimines derived from isatins has been developed. Excellent yields and enantioselectivities were observed for the reaction of various ketimines and thiols using a cinchona alkaloid sulfonamide catalyst. Both enantiomers of products could be obtained by using pseudoenantiomeric chiral catalysts.