| 748185-39-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮
• CAS: 748185-39-9
• 化学式: C₆₅H₁₁₇NO₁₆Si₃
• 分子量: 1252.9
• InChiKey: GONLGEXIYOXOMO-VIBACVHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.51
• 重原子数：
  85.0
• 可旋转键数：
  18.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  202.07
• 氢给体数：
  2.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  在 四(三苯基膦)钯 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以72%的产率得到(1S,2S,3S,6S,14R,15R,17S,18R,19S,21S,23E,25R,26S)-3-[(E)-1-[(1R,3R,4R)-4-[tert-butyl(dimethyl)silyl]oxy-3-methoxycyclohexyl]prop-1-en-2-yl]-10-ethenyl-25-ethyl-14-hydroxy-17,19-dimethoxy-2,15,21,23-tetramethyl-28,28,30,30-tetra(propan-2-yl)-4,27,29,31,33-pentaoxa-11-aza-28,30-disilatetracyclo[24.5.1.114,18.06,11]tritriacont-23-ene-5,12,13-trione
  参考文献：
  名称：

  Synthesis of 6-vinyl and 5-vinylproline analogues of ascomycin

  摘要：

  6-Vinyl (12) and (5R)- and (5S)-vinylproline (18, 19) analogues of ascomycin are synthesised starting from the known suitably protected (6S)-methoxy-9-hydroxy derivative (4) of ascomycin. The strategy involves hydrolytic cleavage of the C-epsilon-N bond of the pipecolic acid moiety, extension of the amino acid side chain by two or one carbon units, functional group manipulations, Pd-catalysed reinstallation of the C-epsilon-N or C-delta-N bonds, followed by deprotection and oxidation. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.010
• 作为产物：
  描述：

  4-[(1S,2R,3E,6S,8S,9R,10S,12R,13R,17S,20S,21S,22S)-20-[(E)-1-[(1R,3R,4R)-4-[tert-butyl(dimethyl)silyl]oxy-3-methoxycyclohexyl]prop-1-en-2-yl]-2-ethyl-13,14-dihydroxy-8,10-dimethoxy-4,6,12,21-tetramethyl-15,18-dioxo-24,24,26,26-tetra(propan-2-yl)-19,23,25,27,29-pentaoxa-16-aza-24,26-disilatricyclo[20.5.1.19,13]nonacos-3-en-17-yl]butanal 在 吡啶 、 4-二甲氨基吡啶 、 copper diacetate 、 氧气 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 为溶剂， 反应 119.0h， 生成
  参考文献：
  名称：

  Synthesis of 6-vinyl and 5-vinylproline analogues of ascomycin

  摘要：

  6-Vinyl (12) and (5R)- and (5S)-vinylproline (18, 19) analogues of ascomycin are synthesised starting from the known suitably protected (6S)-methoxy-9-hydroxy derivative (4) of ascomycin. The strategy involves hydrolytic cleavage of the C-epsilon-N bond of the pipecolic acid moiety, extension of the amino acid side chain by two or one carbon units, functional group manipulations, Pd-catalysed reinstallation of the C-epsilon-N or C-delta-N bonds, followed by deprotection and oxidation. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.010