(3S,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)-hydroxy-methyl]-3-hydroxy-3-hydroxymethyl-dihydro-furan-2-one

• 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: (3S,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)-hydroxy-methyl]-3-hydroxy-3-hydroxymethyl-dihydro-furan-2-one
• 英文别名: (3S,4R)-4-[(S)-[(2R,3R)-3-(1,3-benzodioxol-5-yl)-6-methoxy-2-(methoxymethyl)-2,3-dihydro-1,4-benzodioxin-7-yl]-hydroxymethyl]-3-hydroxy-3-(hydroxymethyl)oxolan-2-one
• 化学式: C₂₄H₂₆O₁₁
• 分子量: 490.464
• InChiKey: KPKAJGVEJDLCPP-SHVCUURKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  142
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (3S,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)-hydroxy-methyl]-3-hydroxy-3-hydroxymethyl-dihydro-furan-2-one 生成 1-hydroxy-6-<6'-methoxy-2'-methoxymethyl-3'-(3'',4''-methylenedioxyphenyl)-2',3'-dihydro-1',4'-benzodioxin-7'-yl>-3,7-dioxabicyclo<3.3.0>octan-2-one
  参考文献：
  名称：

  ISHIBASHI, FUMITO;TANIGUCHI, EIJI, AGR. AND BIOL. CHEM., 53,(1989) N, C. 1565-1573

  摘要：

  DOI：
• 作为产物：
  描述：

  4-<1'-<(tert-butyldimethylsilyl)oxy>-1'-<6''-methoxy-2''-methoxymethyl-3''-(3''',4'''-methylenedioxyphenyl)-2'',3''-dihydro-1'',4''-benzodioxin-7''-yl>methyl>-3-hydroxy-3-(hdroxymethyl)dihydro-2(3H)-furanone 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以82%的产率得到(3S,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)-hydroxy-methyl]-3-hydroxy-3-hydroxymethyl-dihydro-furan-2-one
  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

• Ishibashi, Fumito; Taniguchi, Eiji, Agricultural and Biological Chemistry, 1989, vol. 53, # 6, p. 1565 - 1574
  作者：Ishibashi, Fumito、Taniguchi, Eiji

  DOI：——

  日期：——
• ISHIBASHI, FUMITO;TANIGUCHI, EIJI, AGR. AND BIOL. CHEM., 53,(1989) N, C. 1565-1573
  作者：ISHIBASHI, FUMITO、TANIGUCHI, EIJI

  DOI：——

  日期：——
• 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.