(4S)-3-[(Z)-2-[tert-butyl(dimethyl)silyl]oxy-2-[(E)-[(2S)-2-phenyl-2-tri(propan-2-yl)silyloxyethylidene]amino]ethenyl]-4-phenyl-1,3-oxazolidin-2-one | 213534-17-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (4S)-3-[(Z)-2-[tert-butyl(dimethyl)silyl]oxy-2-[(E)-[(2S)-2-phenyl-2-tri(propan-2-yl)silyloxyethylidene]amino]ethenyl]-4-phenyl-1,3-oxazolidin-2-one
• CAS: 213534-17-9
• 化学式: C₃₄H₅₂N₂O₄Si₂
• 分子量: 608.969
• InChiKey: PWQALRWXLWMCIW-XWJNKNSBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.0
• 重原子数：
  42
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4S)-3-[(Z)-2-[tert-butyl(dimethyl)silyl]oxy-2-[(E)-[(2S)-2-phenyl-2-tri(propan-2-yl)silyloxyethylidene]amino]ethenyl]-4-phenyl-1,3-oxazolidin-2-one 以 neat (no solvent) 为溶剂， 反应 0.33h， 生成 (S)-3-[(3R,4S)-1-(tert-Butyl-dimethyl-silanyl)-2-oxo-4-((S)-phenyl-triisopropylsilanyloxy-methyl)-azetidin-3-yl]-4-phenyl-oxazolidin-2-one 、 (S)-3-[(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-2-oxo-4-((S)-phenyl-triisopropylsilanyloxy-methyl)-azetidin-3-yl]-4-phenyl-oxazolidin-2-one
  参考文献：
  名称：

  Microwave-assisted solvent-free organic reactions: Synthesis of β-lactams from 1,3-azadienes

  摘要：

  Ring-closure of 1,3-azadienes to beta-lactam rings is efficiently and quickly carried out under solvent-free conditions in an open-vessel microwave system. The synthesis of N-tert-butyldimethylsilyl azetidinones is reported. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01302-1
• 作为产物：
  描述：

  N,N-trimethylsilyl-tert-butyldimethylsilylamine 在 正丁基锂 、 三甲基氯硅烷 、 TEA 作用下， 以 正己烷 、 正庚烷 、 甲苯 为溶剂， 反应 3.0h， 生成 (4S)-3-[(Z)-2-[tert-butyl(dimethyl)silyl]oxy-2-[(E)-[(2S)-2-phenyl-2-tri(propan-2-yl)silyloxyethylidene]amino]ethenyl]-4-phenyl-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Microwave-assisted solvent-free organic reactions: Synthesis of β-lactams from 1,3-azadienes

  摘要：

  Ring-closure of 1,3-azadienes to beta-lactam rings is efficiently and quickly carried out under solvent-free conditions in an open-vessel microwave system. The synthesis of N-tert-butyldimethylsilyl azetidinones is reported. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01302-1

文献信息

• Microwave-assisted solvent-free organic reactions: Synthesis of β-lactams from 1,3-azadienes
  作者：Giorgio Martelli、Giuseppe Spunta、Mauro Panunzio

  DOI：10.1016/s0040-4039(98)01302-1

  日期：1998.8

  Ring-closure of 1,3-azadienes to beta-lactam rings is efficiently and quickly carried out under solvent-free conditions in an open-vessel microwave system. The synthesis of N-tert-butyldimethylsilyl azetidinones is reported. (C) 1998 Elsevier Science Ltd. All rights reserved.