(R)-3-amino-1-benzyl-5-methoxy-3-methylindolin-2-one | 1366339-59-4

• 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)-3-amino-1-benzyl-5-methoxy-3-methylindolin-2-one
• 英文别名: (3R)-3-amino-1-benzyl-5-methoxy-3-methylindol-2-one
• CAS: 1366339-59-4
• 化学式: C₁₇H₁₈N₂O₂
• 分子量: 282.342
• InChiKey: ATDCUHPOXWDAMY-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1H-吲哚-2,3-二酮,5-甲氧基-1-(苯基甲基)- 在 盐酸 、 titanium(IV) tetraethanolate 、 水 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 甲苯 为溶剂， 反应 24.25h， 生成 (R)-3-amino-1-benzyl-5-methoxy-3-methylindolin-2-one
  参考文献：
  名称：

  Zinc-Mediated Diastereoselective Synthesis of 3-Amino Oxindoles by Addition of Methyl and Terminal Alkynes to N-tert-Butanesulfinyl Ketimines

  摘要：

  A zinc-mediated addition of methyl and terminal alkyines to chiral N-tert-butanesulfinyl ketimines for the preparation of optical quaternary 3-amino oxindoles was reported. In general, the operationally simple reaction affords the desired products in high yields and good to excellent diastereoselectivities. Subsequent convenient cleavage of sulfinyl protecting group under mild conditions was presented without racemization.

  DOI：

  10.1021/jo300110a

文献信息

• Zinc-Mediated Diastereoselective Synthesis of 3-Amino Oxindoles by Addition of Methyl and Terminal Alkynes to <i>N</i>-<i>tert</i>-Butanesulfinyl Ketimines
  作者：Wenjin Yan、Dong Wang、Jingchao Feng、Peng Li、Rui Wang

  DOI：10.1021/jo300110a

  日期：2012.4.6

  A zinc-mediated addition of methyl and terminal alkyines to chiral N-tert-butanesulfinyl ketimines for the preparation of optical quaternary 3-amino oxindoles was reported. In general, the operationally simple reaction affords the desired products in high yields and good to excellent diastereoselectivities. Subsequent convenient cleavage of sulfinyl protecting group under mild conditions was presented without racemization.