N-benzyl-N-trimethylsilyloxyhex-5-en-3-amine | 204447-89-2

• 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: N-benzyl-N-trimethylsilyloxyhex-5-en-3-amine
• CAS: 204447-89-2
• 化学式: C₁₆H₂₇NOSi
• 分子量: 277.482
• InChiKey: OHYMZTWKGHOVAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.61
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-benzyl-N-trimethylsilyloxyhex-5-en-3-amine 以83%的产率得到N-Benzyl-N-(1-ethyl-but-3-enyl)-hydroxylamine
  参考文献：
  名称：

  Trimethylsilyl triflate promoted addition of allyltributylstannane to aldonitrones; one-pot synthesis of 5-iodomethylisoxazolidines

  摘要：

  The trimethylsilyl triflate promoted allylation of nitrones with allyltributylstannane affords O-silylated hydroxylamines in high yield; when the crude reaction mixture is quenched with N-iodosuccinimide, 5-iodomethylisoxazolidines are formed in excellent yields. The overall one-pot two-step process represents a valuable improvement in terms of time, cost and overall yield with respect to the previously reported three stage procedure involving nitrone allylation, hydroxylamine O-silylation, and iodocyclisation. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10862-0
• 作为产物：
  描述：

  三氟甲磺酸三甲基硅酯 、 烯丙基三丁基锡 、 (Z)-N-propylidene(phenyl)methanamine oxide 生成 N-benzyl-N-trimethylsilyloxyhex-5-en-3-amine
  参考文献：
  名称：

  Trimethylsilyl triflate promoted addition of allyltributylstannane to aldonitrones; one-pot synthesis of 5-iodomethylisoxazolidines

  摘要：

  The trimethylsilyl triflate promoted allylation of nitrones with allyltributylstannane affords O-silylated hydroxylamines in high yield; when the crude reaction mixture is quenched with N-iodosuccinimide, 5-iodomethylisoxazolidines are formed in excellent yields. The overall one-pot two-step process represents a valuable improvement in terms of time, cost and overall yield with respect to the previously reported three stage procedure involving nitrone allylation, hydroxylamine O-silylation, and iodocyclisation. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10862-0

文献信息

• Trimethylsilyl triflate promoted addition of allyltributylstannane to aldonitrones; one-pot synthesis of 5-iodomethylisoxazolidines
  作者：Massimo Gianotti、Marco Lombardo、Claudio Trombini

  DOI：10.1016/s0040-4039(97)10862-0

  日期：1998.3

  The trimethylsilyl triflate promoted allylation of nitrones with allyltributylstannane affords O-silylated hydroxylamines in high yield; when the crude reaction mixture is quenched with N-iodosuccinimide, 5-iodomethylisoxazolidines are formed in excellent yields. The overall one-pot two-step process represents a valuable improvement in terms of time, cost and overall yield with respect to the previously reported three stage procedure involving nitrone allylation, hydroxylamine O-silylation, and iodocyclisation. (C) 1998 Elsevier Science Ltd. All rights reserved.