5-(3-chloropyrrol-2-yl)-2-(1-cycloocten-1-yl)-3-methoxyfuran

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(3-chloropyrrol-2-yl)-2-(1-cycloocten-1-yl)-3-methoxyfuran
• 英文别名: 3-chloro-2-[5-[(1E)-cycloocten-1-yl]-4-methoxyfuran-2-yl]-1H-pyrrole
• 化学式: C₁₇H₂₀ClNO₂
• 分子量: 305.804
• InChiKey: NFMGLQDLFXZMJB-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  38.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-[3-Chloro-1-(toluene-4-sulfonyl)-1H-pyrrol-2-yl]-4-(tetrahydro-pyran-2-yloxy)-butane-1,3-dione 在 camphor-10-sulfonic acid 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 5-(3-chloropyrrol-2-yl)-2-(1-cycloocten-1-yl)-3-methoxyfuran
  参考文献：
  名称：

  Synthesis of various model compounds for the conjugated heterocyclic ring system of antibiotic roseophilin

  摘要：

  The title synthesis was accomplished starting with 3-chloro-2-formylpyrrole. The synthetic scheme featured one-pot preparation of the 4-methoxy-2-(pyrrol-2-yl)furan from the 2-acetoacetyl-pyrrole and coupling reactions of the C-5-position of the 4-methoxy-2-(pyrrol-2-yl)furan with various types of aldehydes and ketones as key steps.

  DOI：

  10.1016/0040-4039(95)01822-y

文献信息

• Synthesis of various model compounds for the conjugated heterocyclic ring system of antibiotic roseophilin
  作者：Shogo Nakatani、Masayuki Kirihara、Kaoru Yamada、Shiro Terashima

  DOI：10.1016/0040-4039(95)01822-y

  日期：1995.11

  The title synthesis was accomplished starting with 3-chloro-2-formylpyrrole. The synthetic scheme featured one-pot preparation of the 4-methoxy-2-(pyrrol-2-yl)furan from the 2-acetoacetyl-pyrrole and coupling reactions of the C-5-position of the 4-methoxy-2-(pyrrol-2-yl)furan with various types of aldehydes and ketones as key steps.