5-[(3R,4R)-4-Carbamoyl-3-((S)-1-methoxy-ethyl)-pent-1-ynyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester | 145435-68-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 5-[(3R,4R)-4-Carbamoyl-3-((S)-1-methoxy-ethyl)-pent-1-ynyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester
• CAS: 145435-68-3
• 化学式: C₂₃H₃₄N₂O₆
• 分子量: 434.533
• InChiKey: HJIFCBZVUDEQOX-PMPSAXMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.51
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  120.71
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-[(3R,4R)-4-Carbamoyl-3-((S)-1-methoxy-ethyl)-pent-1-ynyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以76%的产率得到3-(2-Methoxycarbonyl-ethyl)-5-[(3R,4R)-3-((S)-1-methoxy-ethyl)-4-methyl-5-oxo-pyrrolidin-(2Z)-ylidenemethyl]-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Tetrapyrroles. IV. A highly efficient synthesis of homochiral dihydropyrromethenones via Pdo mediated coupling of iodopyrroles and acetylenic amides

  摘要：

  Homochiral dihydropyrromethenones of type 20 have been synthesized in a highly efficient manner by Pd(o) mediated coupling of iodopyrrole 14 with acetylenic amides 18, followed by F- catalyzed 5-exo-dig cyclization. In analogous fashion, phytochrome (8) precursor 25a has been prepared in 85% overall yield from iodopyrrole 22.

  DOI：

  10.1016/s0040-4039(00)60941-3
• 作为产物：
  描述：

  氰乙酸叔丁酯 在 copper(l) iodide 、 四(三苯基膦)钯 N-碘代丁二酰亚胺 、 t-butyltetramethyl-guanidine 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 生成 5-[(3R,4R)-4-Carbamoyl-3-((S)-1-methoxy-ethyl)-pent-1-ynyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Tetrapyrroles. IV. A highly efficient synthesis of homochiral dihydropyrromethenones via Pdo mediated coupling of iodopyrroles and acetylenic amides

  摘要：

  Homochiral dihydropyrromethenones of type 20 have been synthesized in a highly efficient manner by Pd(o) mediated coupling of iodopyrrole 14 with acetylenic amides 18, followed by F- catalyzed 5-exo-dig cyclization. In analogous fashion, phytochrome (8) precursor 25a has been prepared in 85% overall yield from iodopyrrole 22.

  DOI：

  10.1016/s0040-4039(00)60941-3