2-(3-ethyl-4-nitrophenylsulfide)benzoic acid | 868157-67-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(3-ethyl-4-nitrophenylsulfide)benzoic acid
• 英文别名: 2-(3-ethyl-4-nitrophenyl)sulfanylbenzoic acid
• CAS: 868157-67-9
• 化学式: C₁₅H₁₃NO₄S
• 分子量: 303.339
• InChiKey: HSVKAQWOQGCWKA-UHFFFAOYSA-N

物化性质

• 沸点：
  490.2±45.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  80.44
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(3-ethyl-4-nitrophenylsulfide)benzoic acid 在 PPA 作用下， 生成 4-nitro-9-oxo-3-(2-propanol)thioxanthone
  参考文献：
  名称：

  RECENT HIGHLIGHTS ON PHOTOLITHIC OLIGONUCLEOTIDE ARRAY IN SITU SYNTHESIS

  摘要：

  Light directed synthesis of high-densily oligonucleotide microarrays is currently performed using either ortho-nitro benzyl-type [MeNPOC/ (Pease, A.C; Solas, D.; Sullivan, E.J.; Cronin, TM.; Holmes, CP; Fodor, S.P.A. Proc. Natl. Acad. Sci U.S.A. 1994, 91, 6333.) or ortho-nitrophenylethyl-type [NPPOC] (Hasan, A.; Stengele, K.P.; Giegrich, H; Cornwell, P.; Isham, K.R.; Sachleben, R.A.; Pfleiderer, W.; Foote, R.S. Tetrahedron 1997, 53, 4247) protecting groups as the 5'-O-carbonate ester of the phosphoramidite building block. The synthesis cycle uses a combinatorial approach attaching one specific base per cycle, thus as many as 100 cycles need to be run to make an array of 25-mers. Time needed for deprotection/activation of the growing oligo chain determines overall manufacturing time and consequently also cost. In this report we demonstrate the development of photoprotected phosphoramidite monomers for light directed array synthesis with increasing sensitivity to the UV light used. If combined with maskless array synthesis, this technology allows for synthesis of arrays with >780,000 different 25-mer oligonucteolides in about one hour and allows for high flexibility in array design and reiterative redesign. The arrays synthesized show high quality and reproducibility in our standard hybridization based assay.

  DOI：

  10.1081/ncn-200059241
• 作为产物：
  描述：

  4-溴-2-乙基-1-硝基苯 、 硫代水杨酸 在 铜 作用下， 生成 2-(3-ethyl-4-nitrophenylsulfide)benzoic acid
  参考文献：
  名称：

  RECENT HIGHLIGHTS ON PHOTOLITHIC OLIGONUCLEOTIDE ARRAY IN SITU SYNTHESIS

  摘要：

  Light directed synthesis of high-densily oligonucleotide microarrays is currently performed using either ortho-nitro benzyl-type [MeNPOC/ (Pease, A.C; Solas, D.; Sullivan, E.J.; Cronin, TM.; Holmes, CP; Fodor, S.P.A. Proc. Natl. Acad. Sci U.S.A. 1994, 91, 6333.) or ortho-nitrophenylethyl-type [NPPOC] (Hasan, A.; Stengele, K.P.; Giegrich, H; Cornwell, P.; Isham, K.R.; Sachleben, R.A.; Pfleiderer, W.; Foote, R.S. Tetrahedron 1997, 53, 4247) protecting groups as the 5'-O-carbonate ester of the phosphoramidite building block. The synthesis cycle uses a combinatorial approach attaching one specific base per cycle, thus as many as 100 cycles need to be run to make an array of 25-mers. Time needed for deprotection/activation of the growing oligo chain determines overall manufacturing time and consequently also cost. In this report we demonstrate the development of photoprotected phosphoramidite monomers for light directed array synthesis with increasing sensitivity to the UV light used. If combined with maskless array synthesis, this technology allows for synthesis of arrays with >780,000 different 25-mer oligonucteolides in about one hour and allows for high flexibility in array design and reiterative redesign. The arrays synthesized show high quality and reproducibility in our standard hybridization based assay.

  DOI：

  10.1081/ncn-200059241

文献信息

• Photolabile protecting groups
  申请人：Nimblegen Systems, Inc.

  公开号：EP1589024B1

  公开（公告）日：2007-06-20