6-methoxychroman-2,7-diol | 439573-62-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-methoxychroman-2,7-diol
• 英文别名: Yoqmvrahtcozqd-uhfffaoysa-；6-methoxy-3,4-dihydro-2H-chromene-2,7-diol
• CAS: 439573-62-3
• 化学式: C₁₀H₁₂O₄
• 分子量: 196.203
• InChiKey: YOQMVRAHTCOZQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-methoxychroman-2,7-diol 在 草酸 作用下， 以 苯 为溶剂， 反应 18.0h， 生成 6-methoxy-4H-1-benzopyran-7-ol
  参考文献：
  名称：

  Synthesis of 6-methoxy-4H-1-benzopyran-7-ol, a character donating component of the fragrance of Wisteria sinensis

  摘要：

  6-Methoxy-4H-1-benzopyran-7-ol 7, a major impact flavor compound of Wisteria sinensis has been synthesized from 2,4,5-trimethoxybenzaldehyde 1 via scopoletin 3. The synthetic sequence comprised (i) bisdemethylation of 2,4,5-timethoxybenzaldehyde 1, (ii) Wittig reaction with ethoxycarbonylmethylenetriphenylphosphorane, (iii) hydrogenation on palladium/carbon in glacial acetic acid, (iv) DIBAL-H reduction of the intermediate lactone and (v) dehydration of the lactol with anhydrous oxalic acid. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00081-9
• 作为产物：
  描述：

  东莨菪内酯 在 palladium on activated charcoal 氢气 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 、 溶剂黄146 为溶剂， -78.0~50.0 ℃ 、340.0 kPa 条件下， 反应 17.5h， 生成 6-methoxychroman-2,7-diol
  参考文献：
  名称：

  Synthesis of 6-methoxy-4H-1-benzopyran-7-ol, a character donating component of the fragrance of Wisteria sinensis

  摘要：

  6-Methoxy-4H-1-benzopyran-7-ol 7, a major impact flavor compound of Wisteria sinensis has been synthesized from 2,4,5-trimethoxybenzaldehyde 1 via scopoletin 3. The synthetic sequence comprised (i) bisdemethylation of 2,4,5-timethoxybenzaldehyde 1, (ii) Wittig reaction with ethoxycarbonylmethylenetriphenylphosphorane, (iii) hydrogenation on palladium/carbon in glacial acetic acid, (iv) DIBAL-H reduction of the intermediate lactone and (v) dehydration of the lactol with anhydrous oxalic acid. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00081-9

文献信息

• Synthesis of 6-methoxy-4H-1-benzopyran-7-ol, a character donating component of the fragrance of Wisteria sinensis
  作者：Jan Demyttenaere、Kris Van Syngel、A Peter Markusse、Stijn Vervisch、Silvia Debenedetti、Norbert De Kimpe

  DOI：10.1016/s0040-4020(02)00081-9

  日期：2002.3

  6-Methoxy-4H-1-benzopyran-7-ol 7, a major impact flavor compound of Wisteria sinensis has been synthesized from 2,4,5-trimethoxybenzaldehyde 1 via scopoletin 3. The synthetic sequence comprised (i) bisdemethylation of 2,4,5-timethoxybenzaldehyde 1, (ii) Wittig reaction with ethoxycarbonylmethylenetriphenylphosphorane, (iii) hydrogenation on palladium/carbon in glacial acetic acid, (iv) DIBAL-H reduction of the intermediate lactone and (v) dehydration of the lactol with anhydrous oxalic acid. (C) 2002 Elsevier Science Ltd. All rights reserved.

表征谱图