benzyl [[(3,3-dimethyl-2-oxo-1-indolinyl)carbonyl]-methyl]carbamate | 910562-95-7

• 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: benzyl [[(3,3-dimethyl-2-oxo-1-indolinyl)carbonyl]-methyl]carbamate
• 英文别名: benzyl N-[2-(3,3-dimethyl-2-oxoindol-1-yl)-2-oxoethyl]carbamate
• CAS: 910562-95-7
• 化学式: C₂₀H₂₀N₂O₄
• 分子量: 352.39
• InChiKey: VBGWLRBVMGIKQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl [[(3,3-dimethyl-2-oxo-1-indolinyl)carbonyl]-methyl]carbamate 在 三乙基硅烷 、 三氟化硼 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 0.5h， 生成 benzyl 2,3,9,9a-tetrahydro-9,9-dimethyl-3-oxo-1H-imidazo[1,2-a]indole-3-carboxylate
  参考文献：
  名称：

  Spiroquinazoline support studies: methods for the preparation of imidazoloindolines from oxindoles

  摘要：

  Two methods for the annulation of glycine to the I and 2 positions of oxindoles are described. The first method involves introduction of an alpha-azidoacetyl group on the oxindole nitrogen followed by an intramolecular Staudinger reaction to complete the annulation. The second method involves acylation of the oxindole nitrogen with an N-Cbz-glycine derivative followed by reduction of the oxindole carbonyl group and subsequent cyclization to provide an imidazoloindoline. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.103
• 作为产物：
  描述：

  1-(chloroacetyl)-3,3-dimethyl-2-indolinone 在 正丁基锂 、 sodium azide 作用下， 以 四氢呋喃 、 正己烷 、 二甲基亚砜 为溶剂， 反应 0.33h， 生成 benzyl [[(3,3-dimethyl-2-oxo-1-indolinyl)carbonyl]-methyl]carbamate
  参考文献：
  名称：

  Spiroquinazoline support studies: methods for the preparation of imidazoloindolines from oxindoles

  摘要：

  Two methods for the annulation of glycine to the I and 2 positions of oxindoles are described. The first method involves introduction of an alpha-azidoacetyl group on the oxindole nitrogen followed by an intramolecular Staudinger reaction to complete the annulation. The second method involves acylation of the oxindole nitrogen with an N-Cbz-glycine derivative followed by reduction of the oxindole carbonyl group and subsequent cyclization to provide an imidazoloindoline. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.103

文献信息

• Spiroquinazoline support studies: methods for the preparation of imidazoloindolines from oxindoles
  作者：Yomadis A. Ortiz Barbosa、David J. Hart、Nabi A. Magomedov

  DOI：10.1016/j.tet.2006.06.103

  日期：2006.9

  Two methods for the annulation of glycine to the I and 2 positions of oxindoles are described. The first method involves introduction of an alpha-azidoacetyl group on the oxindole nitrogen followed by an intramolecular Staudinger reaction to complete the annulation. The second method involves acylation of the oxindole nitrogen with an N-Cbz-glycine derivative followed by reduction of the oxindole carbonyl group and subsequent cyclization to provide an imidazoloindoline. (c) 2006 Elsevier Ltd. All rights reserved.