4-(tert-butoxycarbonyl)-2-(1-hydroxy-butyl)-3,5-diphenyl-[1,4]-oxazine | 1233518-35-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪类
• 英文名称: 4-(tert-butoxycarbonyl)-2-(1-hydroxy-butyl)-3,5-diphenyl-[1,4]-oxazine
• 英文别名: Tert-butyl 2-(1-hydroxybutyl)-3,5-diphenyl-1,4-oxazine-4-carboxylate；tert-butyl 2-(1-hydroxybutyl)-3,5-diphenyl-1,4-oxazine-4-carboxylate
• CAS: 1233518-35-8
• 化学式: C₂₅H₂₉NO₄
• 分子量: 407.51
• InChiKey: KXASNIWUPMJKLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1-二甲氧基-N,N-二甲基乙胺 、 4-(tert-butoxycarbonyl)-2-(1-hydroxy-butyl)-3,5-diphenyl-[1,4]-oxazine 以 xylenes 为溶剂， 反应 0.75h， 以70%的产率得到4-(tert-butoxycarbonyl)-2-butylidene-3-(dimethylcarbamoylmethyl)-3,5-diphenyl-2,3-dihydro-[1,4]-oxazine
  参考文献：
  名称：

  Access to novel bicyclic fused γ-butyrolactone using [3,3]-sigmatropic rearrangement and acid-lactonization sequence as key transformation

  摘要：

  In this Letter, we wish to disclose a new strategy for the construction of substituted gamma-butyrolactones. The latter might not only be of potential interest in terms of biological activity and synthesis but also allow access to original heterocyclic scaffolds. According to previous study, efficient two-step sequence involving Eschenmoser-Claisen rearrangement and acid-lactonization reaction was successfully applied for the construction of original fused bicyclic gamma-butyrolactones based on an 1.4-oxazine core. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.041
• 作为产物：
  描述：

  4-(tert-butoxycarbonyl)-3,5-diphenyl-4H-[1,4]oxazine 、 正丁醛 在 正丁基锂 、 六甲基磷酰三胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.5h， 以89%的产率得到4-(tert-butoxycarbonyl)-2-(1-hydroxy-butyl)-3,5-diphenyl-[1,4]-oxazine
  参考文献：
  名称：

  Access to novel bicyclic fused γ-butyrolactone using [3,3]-sigmatropic rearrangement and acid-lactonization sequence as key transformation

  摘要：

  In this Letter, we wish to disclose a new strategy for the construction of substituted gamma-butyrolactones. The latter might not only be of potential interest in terms of biological activity and synthesis but also allow access to original heterocyclic scaffolds. According to previous study, efficient two-step sequence involving Eschenmoser-Claisen rearrangement and acid-lactonization reaction was successfully applied for the construction of original fused bicyclic gamma-butyrolactones based on an 1.4-oxazine core. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.041

文献信息

• Access to novel bicyclic fused γ-butyrolactone using [3,3]-sigmatropic rearrangement and acid-lactonization sequence as key transformation
  作者：Elise Claveau、Erwan Noirjean、Pascal Bouyssou、Gérard Coudert、Isabelle Gillaizeau

  DOI：10.1016/j.tetlet.2010.04.041

  日期：2010.6

  In this Letter, we wish to disclose a new strategy for the construction of substituted gamma-butyrolactones. The latter might not only be of potential interest in terms of biological activity and synthesis but also allow access to original heterocyclic scaffolds. According to previous study, efficient two-step sequence involving Eschenmoser-Claisen rearrangement and acid-lactonization reaction was successfully applied for the construction of original fused bicyclic gamma-butyrolactones based on an 1.4-oxazine core. (C) 2010 Elsevier Ltd. All rights reserved.