3-{5-[(3R,4R)-4-Carbamoyl-3-((S)-1-hydroxy-ethyl)-pent-1-ynyl]-2-[5-((3R,4R)-4-carbamoyl-3-methyl-hex-1-ynyl)-3-(2-methoxycarbonyl-ethyl)-4-methyl-pyrrol-(2Z)-ylidenemethyl]-4-methyl-1H-pyrrol-3-yl}-propionic acid methyl ester | 164172-20-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 3-{5-[(3R,4R)-4-Carbamoyl-3-((S)-1-hydroxy-ethyl)-pent-1-ynyl]-2-[5-((3R,4R)-4-carbamoyl-3-methyl-hex-1-ynyl)-3-(2-methoxycarbonyl-ethyl)-4-methyl-pyrrol-(2Z)-ylidenemethyl]-4-methyl-1H-pyrrol-3-yl}-propionic acid methyl ester
• CAS: 164172-20-7
• 化学式: C₃₅H₄₆N₄O₇
• 分子量: 634.773
• InChiKey: WOMGYJBQOSYGMD-AYIHZIFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.11
• 重原子数：
  46.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  187.16
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3-{5-[(3R,4R)-4-Carbamoyl-3-((S)-1-hydroxy-ethyl)-pent-1-ynyl]-2-[5-((3R,4R)-4-carbamoyl-3-methyl-hex-1-ynyl)-3-(2-methoxycarbonyl-ethyl)-4-methyl-pyrrol-(2Z)-ylidenemethyl]-4-methyl-1H-pyrrol-3-yl}-propionic acid methyl ester 在 四丁基氟化铵 作用下， 反应 7.0h， 生成
  参考文献：
  名称：

  A conceptually new approach to the synthesis of linear tetrapyrroles related to phytochrome

  摘要：

  Linear tetrapyrroles 9, of a type related to phytochrome (3), have been prepared by TBAF catalyzed 5-exo-dig cyclization of bis-acetylenic amides 8.

  DOI：

  10.1016/0040-4039(95)00376-n
• 作为产物：
  描述：

  1,9-diiodo-3,7-bis[2-(methoxycarbonyl)ethyl]-2,8-dimethyldipyrrin 在 四(三苯基膦)钯 三乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 生成 3-{5-[(3R,4R)-4-Carbamoyl-3-((S)-1-hydroxy-ethyl)-pent-1-ynyl]-2-[5-((3R,4R)-4-carbamoyl-3-methyl-hex-1-ynyl)-3-(2-methoxycarbonyl-ethyl)-4-methyl-pyrrol-(2Z)-ylidenemethyl]-4-methyl-1H-pyrrol-3-yl}-propionic acid methyl ester
  参考文献：
  名称：

  New Strategies for the Synthesis of Biologically Important Tetrapyrroles. The “B,C + D + A” Approach to Linear Tetrapyrroles

  摘要：

  Linear tetrapyrroles related to phytochrome (1) were prepared in enantiospecific fashion by a new strategy beginning with ring-B,C synthons of type 19 (bis-iododipyrrins). Rings A and D were elaborated by Pd(0)-mediated coupling of 19a with the appropriate alkyne acid or amide derivatives 9 and 20, followed by intramolecular cyclization (method C: BC + D + A --> ABCD).

  DOI：

  10.1021/jo991503u