2-甲酰基-3-羟基-6-甲基-苯甲酸甲酯 | 791856-35-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-甲酰基-3-羟基-6-甲基-苯甲酸甲酯
• 英文名称: methyl 2-formyl-3-hydroxy-6-methylbenzoate
• CAS: 791856-35-4
• 化学式: C₁₀H₁₀O₄
• mdl: MFCD11501441
• 分子量: 194.187
• InChiKey: ZYQJMZXSIHLCEN-UHFFFAOYSA-N

物化性质

• 熔点：
  71-73 °C
• 沸点：
  326.0±42.0 °C(Predicted)
• 密度：
  1.263±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  2-甲酰基-3-羟基-6-甲基-苯甲酸甲酯 在 氢溴酸 、 溶剂黄146 、 N,N-二乙基苯胺 、 lithium tert-butoxide 作用下， 生成 chartreusin aglycone
  参考文献：
  名称：

  Convergent and rapid assembly of benzonaphthopyranone cores of chartreusin, chrymutasins and hayumicins

  摘要：

  A new methodology for the rapid regiospecific synthesis of benzonaphthopyranones has been developed, on the basis of a tactical extension of the Hauser-Kraus annulation. The prowess of the methodology has been illustrated by a short synthesis of chartarin (22b) and a facile entry to the chrymutasin scaffold (26). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.08.142
• 作为产物：
  描述：

  5-氨基-2-甲基苯甲酸甲酯 在 硫酸 、 sodium nitrite 作用下， 生成 2-甲酰基-3-羟基-6-甲基-苯甲酸甲酯
  参考文献：
  名称：

  Convergent and rapid assembly of benzonaphthopyranone cores of chartreusin, chrymutasins and hayumicins

  摘要：

  A new methodology for the rapid regiospecific synthesis of benzonaphthopyranones has been developed, on the basis of a tactical extension of the Hauser-Kraus annulation. The prowess of the methodology has been illustrated by a short synthesis of chartarin (22b) and a facile entry to the chrymutasin scaffold (26). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.08.142

文献信息

• Tandem annulation strategy for the convergent synthesis of benzonaphthopyranones: total synthesis of chartarin and O-methylhayumicinone
  作者：Sutapa Ray、Asit Patra、Dipakranjan Mal

  DOI：10.1016/j.tet.2008.01.039

  日期：2008.3

  A Hauser-initiated tandem annulation has been developed for the rapid regiospecific synthesis of benzonaphthopyranones via formation of two rings in one-pot operation. This strategy has been generalized with benzonaphthopyranones 26, 29, 32, and 35. It has also been employed in a short synthesis of chartarin (3) and O-methylhayumicinone (67).

  豪瑟（Hauser）引发的串联环已开发出来，用于通过一锅操作形成两个环来快速区域特异性合成苯并萘并吡喃酮。这种策略已经被推广以benzonaphthopyranones 26，29，32，和35。它也已被用于沙丁鱼酯（3）和O-甲基干草umi酮（67）的短合成中。
• Convergent and rapid assembly of benzonaphthopyranone cores of chartreusin, chrymutasins and hayumicins
  作者：Dipakranjan Mal、Asit Patra、Haren Roy

  DOI：10.1016/j.tetlet.2004.08.142

  日期：2004.10

  A new methodology for the rapid regiospecific synthesis of benzonaphthopyranones has been developed, on the basis of a tactical extension of the Hauser-Kraus annulation. The prowess of the methodology has been illustrated by a short synthesis of chartarin (22b) and a facile entry to the chrymutasin scaffold (26). (C) 2004 Elsevier Ltd. All rights reserved.