2-[(4,5-dimethoxy-2-nitrophenyl)(ethylsulfanyl)methyl]-3-hydroxy-5,5-dimethylcyclohex-2-enone

• 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: 2-[(4,5-dimethoxy-2-nitrophenyl)(ethylsulfanyl)methyl]-3-hydroxy-5,5-dimethylcyclohex-2-enone
• 英文别名: 2-[(4,5-Dimethoxy-2-nitrophenyl)-ethylsulfanylmethyl]-3-hydroxy-5,5-dimethylcyclohex-2-en-1-one
• 化学式: C₁₉H₂₅NO₆S
• 分子量: 395.477
• InChiKey: ARTYPQBHCIUDRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-羟基-5,5-二甲基环己-2-烯-1-酮 、 6-硝基藜芦醛 、 乙硫醇 在 silica gel 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以63%的产率得到2-[(4,5-dimethoxy-2-nitrophenyl)(ethylsulfanyl)methyl]-3-hydroxy-5,5-dimethylcyclohex-2-enone
  参考文献：
  名称：

  A Three-Component Photoreversible Tag for Thiols

  摘要：

  A one-pot coupling of a 1,3-diketone, an aldehyde, and an alkanethiol has been developed to produce a protected sulfide. Through use of an o-nitrophenylbenzaldehyde, this method provides a one-step route to a photochemically reversible thiol-protecting group. The kinetics of photolysis were established using H-1 NMR analysis, which allows for the rate to be based on the entire reaction scheme.

  DOI：

  10.1021/jo0481396

文献信息

• A Three-Component Photoreversible Tag for Thiols
  作者：Kristine M. Clarke、James J. La Clair、Michael D. Burkart

  DOI：10.1021/jo0481396

  日期：2005.4.1

  A one-pot coupling of a 1,3-diketone, an aldehyde, and an alkanethiol has been developed to produce a protected sulfide. Through use of an o-nitrophenylbenzaldehyde, this method provides a one-step route to a photochemically reversible thiol-protecting group. The kinetics of photolysis were established using H-1 NMR analysis, which allows for the rate to be based on the entire reaction scheme.