(1R)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-({(2R,4R,6S,8S,10R)-4-hydroxy-8-(2-hydroxyethyl)-10-[(4-methoxybenzyl)oxy]-1,7-dioxaspiro[5.5]undec-2-yl}methyl)propyl 4-methoxybenzoate | 1000203-65-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1R)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-({(2R,4R,6S,8S,10R)-4-hydroxy-8-(2-hydroxyethyl)-10-[(4-methoxybenzyl)oxy]-1,7-dioxaspiro[5.5]undec-2-yl}methyl)propyl 4-methoxybenzoate
• 英文别名: [(2R)-4-[tert-butyl(dimethyl)silyl]oxy-1-[(2R,4R,6S,8S,10R)-4-hydroxy-8-(2-hydroxyethyl)-10-[(4-methoxyphenyl)methoxy]-1,7-dioxaspiro[5.5]undecan-2-yl]butan-2-yl] 4-methoxybenzoate
• CAS: 1000203-65-5
• 化学式: C₃₇H₅₆O₁₀Si
• 分子量: 688.931
• InChiKey: WQIODCLCJVNQBU-JPBSUWPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.41
• 重原子数：
  48
• 可旋转键数：
  17
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (1R)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-({(2R,4R,6S,8S,10R)-4-hydroxy-8-(2-hydroxyethyl)-10-[(4-methoxybenzyl)oxy]-1,7-dioxaspiro[5.5]undec-2-yl}methyl)propyl 4-methoxybenzoate 在 4-甲基苯磺酸吡啶 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以25%的产率得到(1R)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-({(2R,4R,6R,8S,10R)-4-hydroxy-8-(2-hydroxyethyl)-10-[(4-methoxybenzyl)oxy]-1,7-dioxaspiro[5.5]undec-2-yl}methyl)propyl 4-methoxybenzoate
  参考文献：
  名称：

  New Efficient Route to an Advanced Precursor of the AB Spiroketal of Spongistatins

  摘要：

  A sequence of highly diastereoselective functionalizations allowed transformation of a meso-methylenebis(cyclohept-3-ene-1,6-diyl diester) into an advanced precursor of the AB spiroketal of spongistatins. This route illustrates the potential of this bis-cycloheptene derivative for the synthesis of a key fragment of complex bioactive natural compounds.

  DOI：

  10.1021/ol702326x
• 作为产物：
  描述：

  (1R,3R,5R)-1-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-3,5-dihydroxy-6-{(4R,6S)-2-hydroxy-6-(2-hydroxyethyl)-4-[(4-methoxybenzyl)oxy]tetrahydro-2H-pyran-2-yl}hexyl 4-methoxybenzoate 在 camphor-10-sulfonic acid 作用下， 以 甲苯 为溶剂， 以88%的产率得到(1R)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-({(2R,4R,6S,8S,10R)-4-hydroxy-8-(2-hydroxyethyl)-10-[(4-methoxybenzyl)oxy]-1,7-dioxaspiro[5.5]undec-2-yl}methyl)propyl 4-methoxybenzoate
  参考文献：
  名称：

  New Efficient Route to an Advanced Precursor of the AB Spiroketal of Spongistatins

  摘要：

  A sequence of highly diastereoselective functionalizations allowed transformation of a meso-methylenebis(cyclohept-3-ene-1,6-diyl diester) into an advanced precursor of the AB spiroketal of spongistatins. This route illustrates the potential of this bis-cycloheptene derivative for the synthesis of a key fragment of complex bioactive natural compounds.

  DOI：

  10.1021/ol702326x