endo-methyl 3-(S,R)-[cis-3-ethyl-1-(4-methoxyphenyl)-4-oxo-azetidin-2-(R,S)-yl]-1,5-dimethyl-4,6-dioxooctahydro-pyrrolo[3,4-c]pyrrole-1-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: endo-methyl 3-(S,R)-[cis-3-ethyl-1-(4-methoxyphenyl)-4-oxo-azetidin-2-(R,S)-yl]-1,5-dimethyl-4,6-dioxooctahydro-pyrrolo[3,4-c]pyrrole-1-carboxylate
• 英文别名: methyl (1S,3R,3aS,6aR)-1-[(2R,3R)-3-ethyl-1-(4-methoxyphenyl)-4-oxoazetidin-2-yl]-3,5-dimethyl-4,6-dioxo-1,2,3a,6a-tetrahydropyrrolo[3,4-c]pyrrole-3-carboxylate
• 化学式: C₂₂H₂₇N₃O₆
• 分子量: 429.473
• InChiKey: OXLYYHAVIHUOTI-NMBUQJHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  cis-1-(p-methoxyphenyl)-3-ethyl-4-formyl-2-azetidinone 在 silver(I) acetate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 17.0h， 生成 endo-methyl 3-(S,R)-[cis-3-ethyl-1-(4-methoxyphenyl)-4-oxo-azetidin-2-(R,S)-yl]-1,5-dimethyl-4,6-dioxooctahydro-pyrrolo[3,4-c]pyrrole-1-carboxylate
  参考文献：
  名称：

  Synthesis of novel 4-(5'-pyrrolidinyl)-β-lactams

  摘要：

  The synthesis of novel 4-(5'-pynolidinyl)-beta-lactams from imines derived from 4-formyl-beta-lactams and alpha-amino esters via cascade imine-->azomethine ylide-->1,3-dipolar cycloaddition reactions is described. These cascades are endo-specific, exhibit facial stereoselectivity and occur in good to excellent yields. (C) 1999 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0040-4020(99)00867-4

文献信息

• Synthesis of novel 4-(5'-pyrrolidinyl)-β-lactams
  作者：Ronald Grigg、Mark Thornton-Pett、Juan Xu、Long-He Xu

  DOI：10.1016/s0040-4020(99)00867-4

  日期：1999.11

  The synthesis of novel 4-(5'-pynolidinyl)-beta-lactams from imines derived from 4-formyl-beta-lactams and alpha-amino esters via cascade imine-->azomethine ylide-->1,3-dipolar cycloaddition reactions is described. These cascades are endo-specific, exhibit facial stereoselectivity and occur in good to excellent yields. (C) 1999 Elsevier Science Ltd. Ail rights reserved.