(6S,6aS)-tert-butyl 6-(o-tolyl)-5-tosyl-4,5,6,6a-tetrahydro-1H-thieno[3,4-c]pyrrole-6a-carboxylate | 1448999-29-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (6S,6aS)-tert-butyl 6-(o-tolyl)-5-tosyl-4,5,6,6a-tetrahydro-1H-thieno[3,4-c]pyrrole-6a-carboxylate
• 英文别名: tert-butyl (6S,6aS)-6-(2-methylphenyl)-5-(4-methylphenyl)sulfonyl-4,6-dihydro-1H-thieno[3,4-c]pyrrole-6a-carboxylate
• CAS: 1448999-29-8
• 化学式: C₂₅H₂₉NO₄S₂
• 分子量: 471.642
• InChiKey: YJHZPCOYVDLGAT-WIOPSUGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  tert-butyl 2-[(S)-(2-methylphenyl)-[(4-methylphenyl)sulfonyl-prop-2-ynylamino]methyl]prop-2-enoate 在 二甲基二硫 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以91%的产率得到
  参考文献：
  名称：

  A Radical Cascade Cyclization To Prepare Dihydrothiophenes Induced by Thiyl Radicals as Sulfur Biradical Equivalents

  摘要：

  Bicyclic dihydrothiophenes are readily prepared by a radical cascade cyclization reaction triggered by the addition of a thiyl radical under thermal or photoirradiation conditions. The translocated radical attacks the sulfur atom in the initial radical donor unit in an S(H)i manner. Sufficient stereoselectivity is achieved when a large excess of disulfide is used for the reaction under photoirradiation conditions. The reaction in the absence of solvents provides vinylsulfides instead of dihydrothiophenes. Thus, the sulfur atom in the thiyl radical serves as a sulfur biradical synthetic equivalent.

  DOI：

  10.1021/jo400975t

文献信息

• A Radical Cascade Cyclization To Prepare Dihydrothiophenes Induced by Thiyl Radicals as Sulfur Biradical Equivalents
  作者：Akio Kamimura、Koichiro Miyazaki、Yu Yamane、Ryuichiro Yo、Shingo Ishikawa、Hidemitsu Uno、Michinori Sumimoto

  DOI：10.1021/jo400975t

  日期：2013.8.16

  Bicyclic dihydrothiophenes are readily prepared by a radical cascade cyclization reaction triggered by the addition of a thiyl radical under thermal or photoirradiation conditions. The translocated radical attacks the sulfur atom in the initial radical donor unit in an S(H)i manner. Sufficient stereoselectivity is achieved when a large excess of disulfide is used for the reaction under photoirradiation conditions. The reaction in the absence of solvents provides vinylsulfides instead of dihydrothiophenes. Thus, the sulfur atom in the thiyl radical serves as a sulfur biradical synthetic equivalent.