(3R,4R,1'S,2"R,3"R)-4-[1'-[(t-butyldimethylsilyl)oxy]-1'-[7"-methoxy-3"-methoxymethyl-2"-(3''',4'''-methylenedioxyphenyl)-2",3"-dihydro-1",4"-benzodioxin-6"-yl]methyl]-3-hydroxymethyldihydro-2(3H)-furanone | 214976-97-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: (3R,4R,1'S,2"R,3"R)-4-[1'-[(t-butyldimethylsilyl)oxy]-1'-[7"-methoxy-3"-methoxymethyl-2"-(3''',4'''-methylenedioxyphenyl)-2",3"-dihydro-1",4"-benzodioxin-6"-yl]methyl]-3-hydroxymethyldihydro-2(3H)-furanone
• 英文别名: (3R,4R)-4-[(S)-[(2R,3R)-3-(1,3-benzodioxol-5-yl)-6-methoxy-2-(methoxymethyl)-2,3-dihydro-1,4-benzodioxin-7-yl]-[tert-butyl(dimethyl)silyl]oxymethyl]-3-(hydroxymethyl)oxolan-2-one
• CAS: 214976-97-3
• 化学式: C₃₀H₄₀O₁₀Si
• 分子量: 588.727
• InChiKey: RLNJMDNTZXRMIQ-OPKVNKKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (3R,4R,1'S,2"R,3"R)-4-[1'-[(t-butyldimethylsilyl)oxy]-1'-[7"-methoxy-3"-methoxymethyl-2"-(3''',4'''-methylenedioxyphenyl)-2",3"-dihydro-1",4"-benzodioxin-6"-yl]methyl]-3-hydroxymethyldihydro-2(3H)-furanone 在 四氧化锇 D(+)-10-樟脑磺酸 、 四丁基氟化铵 、 二异丁基氢化铝 、 N-甲基吗啉氧化物 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 水 、 丙酮 、 叔丁醇 、 苯 为溶剂， 反应 44.0h， 生成 (1S,2S,5R,6S,2'R,3'R)-1,2-dihydroxy-6-[7'-methoxy-3'-methoxymethyl-2'-(3",4"-methylenedioxyphenyl)-2',3'-dihydro-1',4'-benzodioxin-6'-yl]-3,7-dioxabicyclo[3.3.0]octane
  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：

  (3R,4R)-4-[(S)-((2R,3R)-2-Benzo[1,3]dioxol-5-yl-7-methoxy-3-methoxymethyl-2,3-dihydro-benzo[1,4]dioxin-6-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-3-hydroxymethyl-tetrahydro-furan-2-ol 在 silver carbonate 作用下， 以 苯 为溶剂， 反应 0.5h， 以0.46 g的产率得到(3R,4R,1'S,2"R,3"R)-4-[1'-[(t-butyldimethylsilyl)oxy]-1'-[7"-methoxy-3"-methoxymethyl-2"-(3''',4'''-methylenedioxyphenyl)-2",3"-dihydro-1",4"-benzodioxin-6"-yl]methyl]-3-hydroxymethyldihydro-2(3H)-furanone
  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

文献信息

• Synthesis and absolute configuration of the insecticidal sesquilignan (+)-HAEDOXAN a in honour of professor G. H. Neil Towers 75th birthday
  作者：Fumito Ishibashi、Eiji Taniguchi

  DOI：10.1016/s0031-9422(98)00270-2

  日期：1998.9

  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.