8-methyl-2,3-trans-3,4-trans-4-(4-methoxyphenyl)-3-methyl-2-phenylthiochroman

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫铬烷
• 英文名称: 8-methyl-2,3-trans-3,4-trans-4-(4-methoxyphenyl)-3-methyl-2-phenylthiochroman
• 英文别名: (2R,3R,4S)-4-(4-methoxyphenyl)-3,8-dimethyl-2-phenyl-3,4-dihydro-2H-thiochromene
• 化学式: C₂₄H₂₄OS
• 分子量: 360.52
• InChiKey: NIUPVGBRCLYUPM-OUPRXKBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-巯基甲苯 在 对甲苯磺酸 、 zinc dibromide 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 8-methyl-2,3-trans-3,4-trans-4-(4-methoxyphenyl)-3-methyl-2-phenylthiochroman
  参考文献：
  名称：

  Efficient Syntheses of Thiochromans via Cationic Cycloadditions

  摘要：

  alpha-(Benzotriazolyl)methyl thioethers la-e reacted with styrenes under Lewis acid catalysis to give novel polysubstituted thiochromans (3,4-dihydro-2H-1-benzothiopyrans) 3-14 and 16-20 in generally high yields. Most thiochromans were isolated as one diastereomer following recrystallization. The configuration and conformation of the products are predicted on the basis of their NMR data. A stepwise reaction, proceeding via a [4(+) + 2] cationic polar cycloaddition mechanism, is proposed.

  DOI：

  10.1021/jo001571c

文献信息

• Efficient Syntheses of Thiochromans via Cationic Cycloadditions
  作者：Alan R. Katritzky、Martin A. C. Button

  DOI：10.1021/jo001571c

  日期：2001.8.1

  alpha-(Benzotriazolyl)methyl thioethers la-e reacted with styrenes under Lewis acid catalysis to give novel polysubstituted thiochromans (3,4-dihydro-2H-1-benzothiopyrans) 3-14 and 16-20 in generally high yields. Most thiochromans were isolated as one diastereomer following recrystallization. The configuration and conformation of the products are predicted on the basis of their NMR data. A stepwise reaction, proceeding via a [4(+) + 2] cationic polar cycloaddition mechanism, is proposed.