{2-[(4,5-dimethoxy-2-nitro-phenyl)-(2-hydroxy-4,4-dimethyl-6-oxo-cyclohex-1-enyl)-methylsulfanyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester | 851935-74-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: {2-[(4,5-dimethoxy-2-nitro-phenyl)-(2-hydroxy-4,4-dimethyl-6-oxo-cyclohex-1-enyl)-methylsulfanyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester
• 英文别名: 9H-fluoren-9-ylmethyl N-[2-[(4,5-dimethoxy-2-nitrophenyl)-(2-hydroxy-4,4-dimethyl-6-oxocyclohexen-1-yl)methyl]sulfanylethyl]carbamate
• CAS: 851935-74-5
• 化学式: C₃₄H₃₆N₂O₈S
• 分子量: 632.734
• InChiKey: RXIMIDMCZMNNMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  45
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  165
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  {2-[(4,5-dimethoxy-2-nitro-phenyl)-(2-hydroxy-4,4-dimethyl-6-oxo-cyclohex-1-enyl)-methylsulfanyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester 以 氘代氯仿 为溶剂， 生成 2-(4,5-dimethoxy-2-nitro-benzylidene)-5,5-dimethyl-cyclohexane-1,3-dione
  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
• 作为产物：
  描述：

  N-9-fluorenylmethyloxycarbonyl-2-aminoethane thiol 、 3-羟基-5,5-二甲基环己-2-烯-1-酮 、 6-硝基藜芦醛 在 silica gel 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以68%的产率得到{2-[(4,5-dimethoxy-2-nitro-phenyl)-(2-hydroxy-4,4-dimethyl-6-oxo-cyclohex-1-enyl)-methylsulfanyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester
  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.