tert-Butyl-((3aR,5R,6S,6aR)-5-cyclopenta-1,3-dienylmethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-dimethyl-silane | 630425-90-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-Butyl-((3aR,5R,6S,6aR)-5-cyclopenta-1,3-dienylmethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-dimethyl-silane
• 英文别名: [(3aR,5R,6S,6aR)-5-(cyclopenta-1,3-dien-1-ylmethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy-tert-butyl-dimethylsilane
• CAS: 630425-90-0
• 化学式: C₁₉H₃₂O₄Si
• 分子量: 352.546
• InChiKey: JFLQRSQKYKMDMF-YYIAUSFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.53
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  thallium (I) ethoxide 、 tert-Butyl-((3aR,5R,6S,6aR)-5-cyclopenta-1,3-dienylmethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-dimethyl-silane 以 正己烷 为溶剂， 以83%的产率得到
  参考文献：
  名称：

  Novel carbohydrate-substituted cyclopentadienyls of titanium, molybdenum, manganese and iron

  摘要：

  The synthesis of the carbohydrate-substituted cyclopentadiene 1 is obtained by reaction of 3-(O-tert-butyldimethylsilyl)-1,2-O-isopropylidene-5-O-(p-tolylsulfonyl)-alpha-D-xylofuranose and cyclopentadienyl sodium in dimethylformamide. Thallation of 1 and reaction with FeCl2 or CpTiCl3 affords the symmetric ferrocene (Cp2Fe)-Fe-s (3) and the mixed titanocene (CpCpTiCl2)-Cp-s (4), respectively. The manganese monocyclopentadienyl (CpMn)-Mn-s(CO)(3) (5) is isolated by reaction of the thallium salt of 1 with MnBr(CO)(5). Direct reaction of 1 with the molybdenum tricarbonyl Mo(CO)(3)(NCMe)(3) followed by treatment with iodoform led to (CPMo)-Mo-s(CO)(3)I (6). All new compounds were characterised by elemental analysis, IR and NMR spectroscopy. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00665-x
• 作为产物：
  描述：

  sodium cyclopentadienide 、 3-(O-tert-butyldimethylsilyl)-1,2-O-isopropylidene-5-O-(p-tolylsulfonyl)-α-D-xylofuranose 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.25h， 生成 tert-Butyl-((3aR,5R,6S,6aR)-5-cyclopenta-1,3-dienylmethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-dimethyl-silane 、 tert-Butyl-((3aR,5R,6S,6aR)-5-cyclopenta-1,4-dienylmethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy)-dimethyl-silane
  参考文献：
  名称：

  Novel carbohydrate-substituted cyclopentadienyls of titanium, molybdenum, manganese and iron

  摘要：

  The synthesis of the carbohydrate-substituted cyclopentadiene 1 is obtained by reaction of 3-(O-tert-butyldimethylsilyl)-1,2-O-isopropylidene-5-O-(p-tolylsulfonyl)-alpha-D-xylofuranose and cyclopentadienyl sodium in dimethylformamide. Thallation of 1 and reaction with FeCl2 or CpTiCl3 affords the symmetric ferrocene (Cp2Fe)-Fe-s (3) and the mixed titanocene (CpCpTiCl2)-Cp-s (4), respectively. The manganese monocyclopentadienyl (CpMn)-Mn-s(CO)(3) (5) is isolated by reaction of the thallium salt of 1 with MnBr(CO)(5). Direct reaction of 1 with the molybdenum tricarbonyl Mo(CO)(3)(NCMe)(3) followed by treatment with iodoform led to (CPMo)-Mo-s(CO)(3)I (6). All new compounds were characterised by elemental analysis, IR and NMR spectroscopy. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00665-x

文献信息

• Novel carbohydrate-substituted cyclopentadienyls of titanium, molybdenum, manganese and iron
  作者：Ana C. Fernandes、Carlos C. Romão、Beatriz Royo

  DOI：10.1016/s0022-328x(03)00665-x

  日期：2003.10

  The synthesis of the carbohydrate-substituted cyclopentadiene 1 is obtained by reaction of 3-(O-tert-butyldimethylsilyl)-1,2-O-isopropylidene-5-O-(p-tolylsulfonyl)-alpha-D-xylofuranose and cyclopentadienyl sodium in dimethylformamide. Thallation of 1 and reaction with FeCl2 or CpTiCl3 affords the symmetric ferrocene (Cp2Fe)-Fe-s (3) and the mixed titanocene (CpCpTiCl2)-Cp-s (4), respectively. The manganese monocyclopentadienyl (CpMn)-Mn-s(CO)(3) (5) is isolated by reaction of the thallium salt of 1 with MnBr(CO)(5). Direct reaction of 1 with the molybdenum tricarbonyl Mo(CO)(3)(NCMe)(3) followed by treatment with iodoform led to (CPMo)-Mo-s(CO)(3)I (6). All new compounds were characterised by elemental analysis, IR and NMR spectroscopy. (C) 2003 Elsevier B.V. All rights reserved.