1-benzyloxy-2-(2-formyl-3-hydroxy-4-methoxyphenyl)-6,7-methylenedioxynaphthalene | 149526-47-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-benzyloxy-2-(2-formyl-3-hydroxy-4-methoxyphenyl)-6,7-methylenedioxynaphthalene
• 英文别名: 2-Hydroxy-3-methoxy-6-(5-phenylmethoxybenzo[f][1,3]benzodioxol-6-yl)benzaldehyde
• CAS: 149526-47-6
• 化学式: C₂₆H₂₀O₆
• 分子量: 428.441
• InChiKey: ZNUYIEFVJAMAGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-benzyloxy-2-(2-formyl-3-hydroxy-4-methoxyphenyl)-6,7-methylenedioxynaphthalene 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 25.0~40.0 ℃ 、101.33 kPa 条件下， 反应 2.5h， 生成 17,18-Dimethoxy-5,7,21-trioxapentacyclo[11.8.0.02,10.04,8.014,19]henicosa-1(13),2,4(8),9,11,14(19),15,17-octaen-20-ol
  参考文献：
  名称：

  Structure and synthesis of arnottin I: a 6H-benzo[d]naphtho[1, 2-b]pyran-6-one derivative from a plant source

  摘要：

  Arnottin I 2 isolated from Xanthoxylum arnottianum Maxim and of previously unknown structure has been unambiguously synthesized utilizing a 2-methylarenofuran as a masked salicylaldehyde. This is the first occurrence of a 6H-benzo[d]naphtho[1,2-b]pyran-6-one derivative, the same skeleton as that of gilvocarsin-type antibiotics showing antitumour activity, from a plant source.

  DOI：

  10.1039/p19930001019
• 作为产物：
  描述：

  2-<4-(7-methoxy-2-methylbenzofuranyl)>-6,7-methylenedioxy-3,4-dihydronaphthalen-1(2H)-one 在 二甲基硫 、 2-甲基丁-1,3-二烯-1-醇乙酸酯 、 potassium carbonate 、 对甲苯磺酸 、 臭氧 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 125.93h， 生成 1-benzyloxy-2-(2-formyl-3-hydroxy-4-methoxyphenyl)-6,7-methylenedioxynaphthalene
  参考文献：
  名称：

  Structure and synthesis of arnottin I: a 6H-benzo[d]naphtho[1, 2-b]pyran-6-one derivative from a plant source

  摘要：

  Arnottin I 2 isolated from Xanthoxylum arnottianum Maxim and of previously unknown structure has been unambiguously synthesized utilizing a 2-methylarenofuran as a masked salicylaldehyde. This is the first occurrence of a 6H-benzo[d]naphtho[1,2-b]pyran-6-one derivative, the same skeleton as that of gilvocarsin-type antibiotics showing antitumour activity, from a plant source.

  DOI：

  10.1039/p19930001019

文献信息

• Structure and synthesis of arnottin I: a 6H-benzo[d]naphtho[1, 2-b]pyran-6-one derivative from a plant source
  作者：Hisashi Ishii、Tsutomu Ishikawa、Masayuki Murota、Yoshiyuki Aoki、Takashi Harayama

  DOI：10.1039/p19930001019

  日期：——

  Arnottin I 2 isolated from Xanthoxylum arnottianum Maxim and of previously unknown structure has been unambiguously synthesized utilizing a 2-methylarenofuran as a masked salicylaldehyde. This is the first occurrence of a 6H-benzo[d]naphtho[1,2-b]pyran-6-one derivative, the same skeleton as that of gilvocarsin-type antibiotics showing antitumour activity, from a plant source.