4-nitro-9-oxo-3-(2-propanol)thioxanthone | 868157-68-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫色烯
• 英文名称: 4-nitro-9-oxo-3-(2-propanol)thioxanthone
• 英文别名: 3-(1-hydroxypropan-2-yl)-2-nitrothioxanthen-9-one
• CAS: 868157-68-0
• 化学式: C₁₆H₁₃NO₄S
• 分子量: 315.35
• InChiKey: MAAHNJFKBXANTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.42
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  80.44
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-nitro-9-oxo-3-(2-propanol)thioxanthone 、 氯甲酸三氯甲酯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 2-nitro-9-oxo-3-(2-propyloxycarbonyl-chloride)thioxanthone
  参考文献：
  名称：

  Photolabile protecting groups

  摘要：

  公开号：

  EP1589024B1
• 作为产物：
  描述：

  硫代水杨酸 在 铜 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