(2R,3R,1'S,2"R,3"R)-2-[1'-[(t-butyldimethylsilyl)oxy]-1'-[7"-methoxy-3"-methoxymethyl-2"-(3''',4'''-methylenedioxyphenyl)-2",3"-dihydro-1",4"-benzodioxin-6"-yl]methyl]-3-ethenyl-1,4-butanediol | 214976-95-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: (2R,3R,1'S,2"R,3"R)-2-[1'-[(t-butyldimethylsilyl)oxy]-1'-[7"-methoxy-3"-methoxymethyl-2"-(3''',4'''-methylenedioxyphenyl)-2",3"-dihydro-1",4"-benzodioxin-6"-yl]methyl]-3-ethenyl-1,4-butanediol
• CAS: 214976-95-1
• 化学式: C₃₁H₄₄O₉Si
• 分子量: 588.77
• InChiKey: JXHUOEBGZWDWEK-KYZNEPJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.42
• 重原子数：
  41.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  105.07
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,1'S,2"R,3"R)-2-[1'-[(t-butyldimethylsilyl)oxy]-1'-[7"-methoxy-3"-methoxymethyl-2"-(3''',4'''-methylenedioxyphenyl)-2",3"-dihydro-1",4"-benzodioxin-6"-yl]methyl]-3-ethenyl-1,4-butanediol 在 四氧化锇 N-甲基吗啉氧化物 作用下， 以 水 、 丙酮 、 叔丁醇 为溶剂， 反应 15.0h， 生成 (3R,4R,5S)-5-((2R,3R)-2-Benzo[1,3]dioxol-5-yl-7-methoxy-3-methoxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl)-5-(tert-butyl-dimethyl-silanyloxy)-3,4-bis-hydroxymethyl-pentane-1,2-diol
  参考文献：
  名称：

  Synthesis and absolute configuration of the insecticidal sesquilignan (+)-HAEDOXAN a in honour of professor G. H. Neil Towers 75th birthday

  摘要：

  The insecticidal neolignan, (+)-haedoxan A, was synthesized from (S)-(+)-beta-vinyl-gamma-butyrolactone and (2R,3R)-(+)-6-formyl-7-methoxy-3-methoxymethyl-2-(3,4-methylenedioxyphenyl)-1,4-benzodioxane, and its absolute configuration was unequivocally established as 1S,2R,5R,6S,2"R,3''R. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00270-2
• 作为产物：
  描述：

  (3S,4R,1'S,2"R,3"R)-3-[1'-[(t-butyldimethylsilyl)oxy]-1'-[7"-methoxy-3"-methoxymethyl-2"-(3''',4'''-methylenedioxyphenyl)-2",3"-dihydro-1",4"-benzodioxin-6"-yl]methyl]-4-ethenyldihydro-2(3H)-furanone 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.75h， 以91%的产率得到(2R,3R,1'S,2"R,3"R)-2-[1'-[(t-butyldimethylsilyl)oxy]-1'-[7"-methoxy-3"-methoxymethyl-2"-(3''',4'''-methylenedioxyphenyl)-2",3"-dihydro-1",4"-benzodioxin-6"-yl]methyl]-3-ethenyl-1,4-butanediol
  参考文献：
  名称：

  Synthesis and absolute configuration of the insecticidal sesquilignan (+)-HAEDOXAN a in honour of professor G. H. Neil Towers 75th birthday

  摘要：

  The insecticidal neolignan, (+)-haedoxan A, was synthesized from (S)-(+)-beta-vinyl-gamma-butyrolactone and (2R,3R)-(+)-6-formyl-7-methoxy-3-methoxymethyl-2-(3,4-methylenedioxyphenyl)-1,4-benzodioxane, and its absolute configuration was unequivocally established as 1S,2R,5R,6S,2"R,3''R. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00270-2