(1S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enecarbaldehyde | 189105-47-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (1S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enecarbaldehyde
• 英文别名: (1S,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-2-[(3R)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-triethylsilyloxyhexa-1,5-diynyl]-5-[(4-methoxyphenyl)methoxy]-1-triethylsilyloxycyclopent-2-ene-1-carbaldehyde
• CAS: 189105-47-3
• 化学式: C₄₃H₇₀O₈Si₃
• 分子量: 799.28
• InChiKey: FFGHTKQBZDBSFD-JKVNSRIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.81
• 重原子数：
  54
• 可旋转键数：
  22
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  81.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (1S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enecarbaldehyde 在 cerium(III) chloride 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以65%的产率得到(1R,2S,6R,10R,10aR)-2-[tert-butyl(dimethyl)silyl]oxy-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-[(4-methoxyphenyl)methoxy]-6,10a-bis(triethylsilyloxy)-4,5,8,9-tetradehydro-1,2,7,10-tetrahydrocyclopenta[9]annulen-10-ol
  参考文献：
  名称：

  Synthetic Study of Kedarcidin Chromophore: Advanced Models and Their Chemical Behavior

  摘要：

  The stereocontrolled synthesis of the appropriately functionalized ent-8,9-epoxybicyclo-[7.3.0]dodecadienediyne core 14 of kedarcidin chromophore 1 was achieved.

  DOI：

  10.1055/s-1997-780
• 作为产物：
  描述：

  [(1R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enyl]-methanol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到(1S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-triethylsilanyloxy-hexa-1,5-diynyl]-5-(4-methoxy-benzyloxy)-1-triethylsilanyloxy-cyclopent-2-enecarbaldehyde
  参考文献：
  名称：

  Synthetic Study of Kedarcidin Chromophore: Advanced Models and Their Chemical Behavior

  摘要：

  The stereocontrolled synthesis of the appropriately functionalized ent-8,9-epoxybicyclo-[7.3.0]dodecadienediyne core 14 of kedarcidin chromophore 1 was achieved.

  DOI：

  10.1055/s-1997-780