N-(异丙氧基(苯基)甲基)苯甲酰胺 | 10374-30-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(异丙氧基(苯基)甲基)苯甲酰胺
• 英文名称: N-(isopropoxy(phenyl)methyl)benzamide
• 英文别名: N-(α-Isopropoxybenzyl)-benzamid；N-[phenyl(propan-2-yloxy)methyl]benzamide
• CAS: 10374-30-8
• 化学式: C₁₇H₁₉NO₂
• 分子量: 269.343
• InChiKey: XEVNRLNTXQVASG-UHFFFAOYSA-N

物化性质

• 沸点：
  444.8±38.0 °C(Predicted)
• 密度：
  1.088±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(异丙氧基(苯基)甲基)苯甲酰胺 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 25.0h， 生成 (2'S,2R,3S,5S)-acetic acid 2-acetoxymethyl-5-(benzoylamino-phenylmethyl)-6-methoxy-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Highly Facialselective Synthesis of Pyranose 1,3-Oxazines and Their Ring Opening with Nucleophiles: A Novel Entry to 2-C-Branched Glycosides

  摘要：

  A TMSOTf-promoted cycloaddition of N-benzoyl-N,O-acetals with various glycals and 3-deoxy glycals affords pyranose 1,3-oxazines with high facial selectivity. In addition, a highly diastereoselective ring opening of the resulting pyranose 1,3-oxazines is reported. With diverse nucleophiles, these reactions take place upon heating at 80 degrees C. This novel ring-opening reaction affords structurally diversified 2-C-branched glycosides with three newly formed contiguous stereocenters.

  DOI：

  10.1021/ol2019604
• 作为产物：
  描述：

  N,N'-benzylidene bisbenzamide 、 异丙醇 生成 N-(异丙氧基(苯基)甲基)苯甲酰胺
  参考文献：
  名称：

  N-苄基苯甲亚胺和N-α-烷氧基苄基苯甲酰胺

  摘要：

  亚苄基双苯甲酰胺（I）的热分解得到N-苯甲酰基苯甲二胺（II）。描述了乙二酰亚胺及其甲醇加成产物（IV）的一些化学和光谱性质。

  DOI：

  10.1016/0040-4020(67)85153-6

文献信息

• A Highly Diastereoselective Access to Silicon-Containing Oxazines via the TMSOTf-Promoted Reactions of N-Benzoyl-N,O-acetals with Allyl Silanes
  作者：Biao-Lin Yin、Zheng-Rong Li、Yuan-Xiu Zhang、Wei-Ping Tu

  DOI：10.1055/s-0031-1289877

  日期：2011.12

  TMSOTf-promoted cycloaddition of N-benzoyl-N,O-acetals with allyl silanes to synthesize silicon-containing oxazines with high diastereoselectivities has been developed. The obtained products might be useful as building blocks in organic synthesis. N-benzoyl-N,O-acetals - oxazine - cycloaddition - dia­stereoselectivity

  已经开发出TMSOTf促进N-苯甲酰基-N，O-缩醛与烯丙基硅烷的环加成反应，以合成具有高非对映选择性的含硅恶嗪。所得产物可能用作有机合成的基础。 N-苯甲酰-N，O-缩醛 -恶嗪-环加成-非对映选择性
• N-[1-(Benzotriazol-1-yl)alkyl]amides, versatile amidoalkylation reagents. 5. A general and convenient route to N-(.alpha.-alkoxyalkyl)amides
  作者：Alan R. Katritzky、Wei Qiang Fan、Michael Black、Juliusz Pernak

  DOI：10.1021/jo00028a028

  日期：1992.1

  N-[1-(Benzotriazol-1-yl)alkyl]amides 2, easily prepared from benzotriazole 1, an aldehyde, and an amide, react readily with a variety of primary and secondary alcohols under mild conditions to give N-(alpha-alkoxyalkyl)amides 3 in good yield.
• Highly Facialselective Synthesis of Pyranose 1,3-Oxazines and Their Ring Opening with Nucleophiles: A Novel Entry to 2-<i>C</i>-Branched Glycosides
  作者：Biao-Lin Yin、Ze-Ren Zhang、Li-Wen Xu、Huanfeng Jiang

  DOI：10.1021/ol2019604

  日期：2011.10.7

  A TMSOTf-promoted cycloaddition of N-benzoyl-N,O-acetals with various glycals and 3-deoxy glycals affords pyranose 1,3-oxazines with high facial selectivity. In addition, a highly diastereoselective ring opening of the resulting pyranose 1,3-oxazines is reported. With diverse nucleophiles, these reactions take place upon heating at 80 degrees C. This novel ring-opening reaction affords structurally diversified 2-C-branched glycosides with three newly formed contiguous stereocenters.
• N-Benzoylbenzaldimines and N-α-alkoxybenzylbenzamides
  作者：S.W. Breuer、T. Bernath、D. Ben-Ishai

  DOI：10.1016/0040-4020(67)85153-6

  日期：1967.1

  Thermal decomposition of benzylidenebisbenzamide (I) afforded N-benzoylbenzaldimines (II). Some of the chemical and spectroscopic properties of the aldimides and their methanol addition products (IV) are described.

  亚苄基双苯甲酰胺（I）的热分解得到N-苯甲酰基苯甲二胺（II）。描述了乙二酰亚胺及其甲醇加成产物（IV）的一些化学和光谱性质。