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Chinese Journal of Organic Chemistry >

2013 , Vol. 33 >Issue 10: 2226 - 2231

DOI: https://doi.org/10.6023/cjoc201305026

Notes

Synthesis of O,O'-Dialkyl-α-phenyl-α-phenylsulfonyloxy-methylphosphonate under Ultrasound and Their Antitumor Activity

  • Yang Jiaqiang ,
  • Gu Qing ,
  • Hu Yuewei ,
  • Shu Bo ,
  • Song Baoan ,
  • Liu Jingzi
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  • a School of Pharmacy, Zunyi Medical College, Zunyi 563003;
    b Department of Biochemistry and Molecular Biology, Zunyi Medical College, Zunyi 563003;
    c Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025

Received date: 2013-05-15

  Revised date: 2013-06-14

  Online published: 2013-07-03

Supported by

Project supported by the National Natural Science Foundation of China (No. 81160385) and the Science and Technology Department of Guizhou Province (No. LKZ[2010]47).

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Abstract

A series of O,O'-dialkyl-α-phenyl-α-phenylsulfonyloxy-methylphosphonates were synthesized from α-hydroxy-phosphonate and benzene sulfonyl chloride under ultrasound. Effects of different solvents, reaction time, reaction temperature and ultrasound power on the yield were investigated. The optimum reaction conditions were obtained. The method has some distinct advantages such as convenient, short reaction time and high yields. Their structures were clearly established by 1H NMR, IR, MS and elemental analysis, and the fragmentation pathways of them were studied. Preliminary results in bioactivity tests indicated that some title compounds exhibited better activity against A-549.

Key words： α-hydroxyphosphonate; sulfonate; ultrasonic synthesis; antitumor activity

Cite this article

Yang Jiaqiang , Gu Qing , Hu Yuewei , Shu Bo , Song Baoan , Liu Jingzi . Synthesis of O,O'-Dialkyl-α-phenyl-α-phenylsulfonyloxy-methylphosphonate under Ultrasound and Their Antitumor Activity[J]. Chinese Journal of Organic Chemistry, 2013 , 33(10) : 2226 -2231 . DOI: 10.6023/cjoc201305026

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