(1R,2S,3S)-1-methoxy-3-(6-methoxynaphthalen-2-yl)-1-phenylsulfanylbutan-2-ol | 134949-10-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1R,2S,3S)-1-methoxy-3-(6-methoxynaphthalen-2-yl)-1-phenylsulfanylbutan-2-ol
• CAS: 134949-10-3；135029-53-7；135029-54-8；135029-55-9
• 化学式: C₂₂H₂₄O₃S
• 分子量: 368.497
• InChiKey: ZTIIYHWYWDLDND-UZQPLGKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  64
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-甲氧基-alpha-甲基-2-萘乙醛 在 重铬酸吡啶 、 正丁基锂 、 4 A molecular sieve 、 二异丁基氢化铝 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 (1R,2S,3S)-1-methoxy-3-(6-methoxynaphthalen-2-yl)-1-phenylsulfanylbutan-2-ol
  参考文献：
  名称：

  Chelation and non-chelation controlled stereoselective reduction of a-methoxy-a-phenylthio ketones

  摘要：

  A series of a-methoxy-a-phenylthio substituted ketones bearing an additional stereocenter in a1-position was prepared, and the reduction with chelating and non chelating reagents was studied. ''Internal matched'' pairs (leading to highly stereoselective processes) and ''mismatched'' pairs were identified, and possible transition structures were suggested.

  DOI：

  10.1016/s0040-4020(01)80909-1

文献信息

• Chelation and non-chelation controlled stereoselective reduction of a-methoxy-a-phenylthio ketones
  作者：Rita Annunziata、Mauro Cinquini、Franco Cozzi、Augusto Fuchicello

  DOI：10.1016/s0040-4020(01)80909-1

  日期：——

  A series of a-methoxy-a-phenylthio substituted ketones bearing an additional stereocenter in a1-position was prepared, and the reduction with chelating and non chelating reagents was studied. ''Internal matched'' pairs (leading to highly stereoselective processes) and ''mismatched'' pairs were identified, and possible transition structures were suggested.