7-Hydroxy-5-methoxy-8-((Z)-2-methyl-but-2-enoyl)-chromen-2-one | 198479-35-5

• 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-methyl-but-2-enoyl)-chromen-2-one
• 英文别名: 7-hydroxy-5-methoxy-8-[(Z)-2-methylbut-2-enoyl]chromen-2-one
• CAS: 198479-35-5
• 化学式: C₁₅H₁₄O₅
• 分子量: 274.273
• InChiKey: KLPDOESDOHTHQM-YWEYNIOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 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-methyl-but-2-enoyl)-chromen-2-one 在 TEA 、 lithium tri-t-butoxyaluminum hydride 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 26.0h， 生成 (8S,9S,10R)-10-Hydroxy-5-methoxy-8,9-dimethyl-9,10-dihydro-8H-pyrano[2,3-f]chromen-2-one
  参考文献：
  名称：

  Diastereoselective preparation of a trans, trans 2, 3-dimethylchroman-4-ol skeleton: A model synthetic approach to anti-HIV-1 active Calophyllum coumarins

  摘要：

  A model synthetic study of anti-HIV-1 active Calophyllum coumarins using 5, 7-dimethoxycoumarin (limettin) is described. Successive reactions of the CsF-induced intramolecular Michael type addition of an o-tigloylphenol followed by reduction with lithium tri-tert-butoxyaluminum hydride led to easy and diastereoselective access to a trans, trans 2, 3-dimethylchroman-4-ol ring, which is suggested to be the most responsible skeleton for the activity. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10004-7
• 作为产物：
  描述：

  5,7-二甲氧基香豆素 在 三氯化硼 、 四氯化锡 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 76.67h， 生成 7-Hydroxy-5-methoxy-8-((Z)-2-methyl-but-2-enoyl)-chromen-2-one
  参考文献：
  名称：

  Diastereoselective preparation of a trans, trans 2, 3-dimethylchroman-4-ol skeleton: A model synthetic approach to anti-HIV-1 active Calophyllum coumarins

  摘要：

  A model synthetic study of anti-HIV-1 active Calophyllum coumarins using 5, 7-dimethoxycoumarin (limettin) is described. Successive reactions of the CsF-induced intramolecular Michael type addition of an o-tigloylphenol followed by reduction with lithium tri-tert-butoxyaluminum hydride led to easy and diastereoselective access to a trans, trans 2, 3-dimethylchroman-4-ol ring, which is suggested to be the most responsible skeleton for the activity. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10004-7

文献信息

• Diastereoselective preparation of a trans, trans 2, 3-dimethylchroman-4-ol skeleton: A model synthetic approach to anti-HIV-1 active Calophyllum coumarins
  作者：Tsutomu Ishikawa、Yumie Oku、Ken-Ichiro Kotake

  DOI：10.1016/s0040-4020(97)10004-7

  日期：1997.11

  A model synthetic study of anti-HIV-1 active Calophyllum coumarins using 5, 7-dimethoxycoumarin (limettin) is described. Successive reactions of the CsF-induced intramolecular Michael type addition of an o-tigloylphenol followed by reduction with lithium tri-tert-butoxyaluminum hydride led to easy and diastereoselective access to a trans, trans 2, 3-dimethylchroman-4-ol ring, which is suggested to be the most responsible skeleton for the activity. (C) 1997 Elsevier Science Ltd.