1-(5-methylthiophen-2-yl)-2-propyn-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(5-methylthiophen-2-yl)-2-propyn-1-one
• 英文别名: 1-(5-Methylthiophen-2-yl)prop-2-yn-1-one；1-(5-methylthiophen-2-yl)prop-2-yn-1-one
• 化学式: C₈H₆OS
• 分子量: 150.201
• InChiKey: IGGDXFDXDXOTRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(5-methylthiophen-2-yl)-2-propyn-1-one 、 spiro-17β-oxiranylandrosta-5,7-dien-3β-ol 、 1,5,7-三氮杂双环[4.4.0]癸-5-烯 生成
  参考文献：
  名称：

  Small-Molecule Diversity Using a Skeletal Transformation Strategy

  摘要：

  We describe a short synthetic sequence resulting in > 4000 skeletally diverse small molecules that have three distinct skeletal frameworks among other unique structural features. The sequence entails skeletal transformations pioneered by Winterfeldt and co-workers. We use epoxide ring openings and subsequent functionalizations that provide, e.g., spirocycfic oxazoliclines, Lewis acid catalyzed Diels-Alder reactions of a steroid-derived diene that afford stable and isolable ring B adducts, and subsequent retro-Diels-Aider fragmentations that yield 14-membered paracyclophanes.

  DOI：

  10.1021/ol0504345

文献信息

• Small-Molecule Diversity Using a Skeletal Transformation Strategy
  作者：Nilesh Kumar、Masatoshi Kiuchi、John A. Tallarico、Stuart L. Schreiber

  DOI：10.1021/ol0504345

  日期：2005.6.1

  We describe a short synthetic sequence resulting in > 4000 skeletally diverse small molecules that have three distinct skeletal frameworks among other unique structural features. The sequence entails skeletal transformations pioneered by Winterfeldt and co-workers. We use epoxide ring openings and subsequent functionalizations that provide, e.g., spirocycfic oxazoliclines, Lewis acid catalyzed Diels-Alder reactions of a steroid-derived diene that afford stable and isolable ring B adducts, and subsequent retro-Diels-Aider fragmentations that yield 14-membered paracyclophanes.