7-hydroxy-5-methoxy-8-[(Z)-2-methylbut-2-enoyl]-4-propylchromen-2-one | 334881-60-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-hydroxy-5-methoxy-8-[(Z)-2-methylbut-2-enoyl]-4-propylchromen-2-one
• CAS: 334881-60-6
• 化学式: C₁₈H₂₀O₅
• 分子量: 316.354
• InChiKey: CUNMEXGLJIXOHA-POHAHGRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-hydroxy-5-methoxy-8-[(Z)-2-methylbut-2-enoyl]-4-propylchromen-2-one 在 奎宁 作用下， 以 氯苯 为溶剂， 反应 240.0h， 生成 5-methoxy-8,9-dimethyl-4-propyl-8,9-dihydro-pyrano[2,3-f]chromene-2,10-dione 、 5-Methoxy-8,9-dimethyl-4-propyl-8,9-dihydropyrano[2,3-h]chromene-2,10-dione
  参考文献：
  名称：

  Solvent effects on stereoselectivity in 2,3-dimethyl-4-chromanone cyclization by quinine-catalyzed asymmetric intramolecular oxo-Michael addition

  摘要：

  Examination of the quinine-catalyzed asymmetric intramolecular oxo-Michael addition of o-tigloylphenol in various solvents led to high stereoselectivity in chromanone cyclization when chlorobenzene was used as a solvent, giving cis-2,3-dimethyl-4-chromanone with 60% de and 98% ee. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00461-4
• 作为产物：
  描述：

  7-hydroxy-5-methoxy-4-propyl-8-tigloylcoumarin 以 丙酮 为溶剂， 反应 0.67h， 以60%的产率得到7-hydroxy-5-methoxy-8-[(Z)-2-methylbut-2-enoyl]-4-propylchromen-2-one
  参考文献：
  名称：

  Solvent effects on stereoselectivity in 2,3-dimethyl-4-chromanone cyclization by quinine-catalyzed asymmetric intramolecular oxo-Michael addition

  摘要：

  Examination of the quinine-catalyzed asymmetric intramolecular oxo-Michael addition of o-tigloylphenol in various solvents led to high stereoselectivity in chromanone cyclization when chlorobenzene was used as a solvent, giving cis-2,3-dimethyl-4-chromanone with 60% de and 98% ee. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00461-4

文献信息

• Solvent effects on stereoselectivity in 2,3-dimethyl-4-chromanone cyclization by quinine-catalyzed asymmetric intramolecular oxo-Michael addition
  作者：Tomohiro Tanaka、Takuya Kumamoto、Tsutomu Ishikawa

  DOI：10.1016/s0957-4166(00)00461-4

  日期：2000.12

  Examination of the quinine-catalyzed asymmetric intramolecular oxo-Michael addition of o-tigloylphenol in various solvents led to high stereoselectivity in chromanone cyclization when chlorobenzene was used as a solvent, giving cis-2,3-dimethyl-4-chromanone with 60% de and 98% ee. (C) 2001 Elsevier Science Ltd. All rights reserved.