2-(benzyloxy)-6-hydroxy-3-methoxybenzaldehyde | 1247734-44-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(benzyloxy)-6-hydroxy-3-methoxybenzaldehyde
• 英文别名: 6-Hydroxy-3-methoxy-2-phenylmethoxybenzaldehyde
• CAS: 1247734-44-6
• 化学式: C₁₅H₁₄O₄
• 分子量: 258.274
• InChiKey: SEANETQCCWMIEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-羟基-3-苯基-2(5H)-呋喃酮 、 2-(benzyloxy)-6-hydroxy-3-methoxybenzaldehyde 在 lithium diisopropyl amide 、 六甲基磷酰三胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 28.0h， 以40%的产率得到5-[(2-(benzyloxy)-6-hydroxy-3-methoxyphenyl)(hydroxy)methyl]-4-hydroxy-3-phenylfuran-2(5H)-one
  参考文献：
  名称：

  Total synthesis of pulverolide: revision of its structure

  摘要：

  A flexible and practical strategy toward the synthesis of rare 2H-furo[3,2-b]benzopyran-2-one skeleton has been developed. With a microwave-assisted cyclization-dehydration as the key transformation, the first total synthesis of pulverolide has been completed in 10 steps with 9% overall yield, leading to the revision of its proposed structure. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.044
• 作为产物：
  描述：

  (E)-3-(benzyloxy)-4-methoxy-2-(prop-1-enyl)phenol 在 四氧化锇 、 N-甲基吗啉氧化物 、 sodium periodate 作用下， 以 四氢呋喃 、 水 、 叔丁醇 、 丙酮 为溶剂， 反应 2.0h， 以62%的产率得到2-(benzyloxy)-6-hydroxy-3-methoxybenzaldehyde
  参考文献：
  名称：

  Total synthesis of pulverolide: revision of its structure

  摘要：

  A flexible and practical strategy toward the synthesis of rare 2H-furo[3,2-b]benzopyran-2-one skeleton has been developed. With a microwave-assisted cyclization-dehydration as the key transformation, the first total synthesis of pulverolide has been completed in 10 steps with 9% overall yield, leading to the revision of its proposed structure. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.044

文献信息

• Total synthesis of pulverolide: revision of its structure
  作者：Wanqiu Yang、Jikai Liu、Hongbin Zhang

  DOI：10.1016/j.tetlet.2010.07.044

  日期：2010.9

  A flexible and practical strategy toward the synthesis of rare 2H-furo[3,2-b]benzopyran-2-one skeleton has been developed. With a microwave-assisted cyclization-dehydration as the key transformation, the first total synthesis of pulverolide has been completed in 10 steps with 9% overall yield, leading to the revision of its proposed structure. (C) 2010 Elsevier Ltd. All rights reserved.