methyl 3-[(2Z)-5-[(Z)-(4-ethenyl-3-methyl-5-oxofuran-2-ylidene)methyl]-2-[[3-(3-methoxy-3-oxopropyl)-4-methyl-5-[(Z)-[(3R,4R)-4-methyl-5-oxo-3-[(1S)-1-phenylmethoxyethyl]pyrrolidin-2-ylidene]methyl]-1H-pyrrol-2-yl]methylidene]-4-methylpyrrol-3-yl]propanoate | 256638-30-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: methyl 3-[(2Z)-5-[(Z)-(4-ethenyl-3-methyl-5-oxofuran-2-ylidene)methyl]-2-[[3-(3-methoxy-3-oxopropyl)-4-methyl-5-[(Z)-[(3R,4R)-4-methyl-5-oxo-3-[(1S)-1-phenylmethoxyethyl]pyrrolidin-2-ylidene]methyl]-1H-pyrrol-2-yl]methylidene]-4-methylpyrrol-3-yl]propanoate
• CAS: 256638-30-9
• 化学式: C₄₂H₄₇N₃O₈
• 分子量: 721.85
• InChiKey: RFSIHLSEOLAPGU-VKFBJYGVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.77
• 重原子数：
  53.0
• 可旋转键数：
  14.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  145.38
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  methyl 3-[(2Z)-5-[(Z)-(4-ethenyl-3-methyl-5-oxofuran-2-ylidene)methyl]-2-[[3-(3-methoxy-3-oxopropyl)-4-methyl-5-[(Z)-[(3R,4R)-4-methyl-5-oxo-3-[(1S)-1-phenylmethoxyethyl]pyrrolidin-2-ylidene]methyl]-1H-pyrrol-2-yl]methylidene]-4-methylpyrrol-3-yl]propanoate 在 氨 、 对甲苯磺酸 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以10 mg的产率得到
  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
• 作为产物：
  描述：

  5-(苄氧羰基)-2,4-二甲基-3-吡咯丙酸甲酯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 palladium on activated charcoal 、 四(三苯基膦)钯 三(2-呋喃基)膦 、 氨 、 氢气 、 溴 、 碘 、 碳酸氢钠 、 对甲苯磺酸 、 三乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 氯仿 、 水 、 乙腈 为溶剂， 反应 52.17h， 生成 methyl 3-[(2Z)-5-[(Z)-(4-ethenyl-3-methyl-5-oxofuran-2-ylidene)methyl]-2-[[3-(3-methoxy-3-oxopropyl)-4-methyl-5-[(Z)-[(3R,4R)-4-methyl-5-oxo-3-[(1S)-1-phenylmethoxyethyl]pyrrolidin-2-ylidene]methyl]-1H-pyrrol-2-yl]methylidene]-4-methylpyrrol-3-yl]propanoate
  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

文献信息

• New Strategies for the Synthesis of Biologically Important Tetrapyrroles. The “B,C + D + A” Approach to Linear Tetrapyrroles
  作者：Peter A. Jacobi、Lisa D. Coutts、Jiasheng Guo、Sheila I. Hauck、Sam H. Leung

  DOI：10.1021/jo991503u

  日期：2000.1.1

  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).