Synthesis, Crystal Structure and Fragmentation Pathway of Arylcar-boxy Ester of α-Hydroxyphosphonate

Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (9): 1377-1382. Previous Articles Next Articles

Notes

α-羟基膦酸酯芳甲酸酯的合成、晶体结构和质谱裂解规律研究

方华¹，王东冬²，陈伟珠¹^{,3，赵玉芬²^{,3，方美娟*^,2}}

(¹国家海洋局第三海洋研究所海洋生物资源化学与化工中心厦门 361005)
(²厦门大学医学院药学系厦门 361005)
(³厦门大学化学化工学院福建省化学生物学省重点实验室厦门 361005)

收稿日期:2009-09-09 修回日期:2010-01-20 发布日期:2010-04-20
通讯作者: 方美娟 E-mail:fangmj@xmu.edu.cn
基金资助:
福建自然科学基金；厦门市海洋与渔业局科技计划项目;国家级.国家自然科学基金

Synthesis, Crystal Structure and Fragmentation Pathway of Arylcar-boxy Ester of α-Hydroxyphosphonate

Fang Hua¹ Wang Dongdong² Chen Weizhu¹^{,3 Zhao Yufen²^{,3 Fang Mei-juan*^,2}}

(¹The Third Institute of Oceanography of the State Oceanic Administration, Xiamen 361005)
(²Department of Pharmaceutical Science, Medical College, Xiamen Univer-sity, Xiamen 361005)
(³Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005)

Received:2009-09-09 Revised:2010-01-20 Published:2010-04-20
Contact: meijuan fang E-mail:fangmj@xmu.edu.cn

Abstract

Some novel arylcarboxy esters of α-hydroxyphosphonate were synthesized via the reaction of α-hydroxyphosphonate with benzoic acid chloride or isonicotinic acid chloride. Their structures were confirmed by elemental analysis, IR, ¹H NMR, ¹³C NMR, ³¹P NMR and mass spectra. The crystal structure of compound C1 was determined by X-ray diffractometer. The sodiated adduct of the title compounds appeared a novel rearrangement reaction by positive ion electrospray ionization mass spectrometry in conjunction with tandem mass spectrometry. A possible rearrangement mechanism was proposed.

Key words: arylcarboxy ester of α-hydroxyphosphonate, crystal structure, fragmentation pathway

Cite this article

FANG Hua, WANG Dong-Dong, CHEN Wei-Zhu, ZHAO Yu-Fen, FANG Mei-Juan. Synthesis, Crystal Structure and Fragmentation Pathway of Arylcar-boxy Ester of α-Hydroxyphosphonate[J]. Chin. J. Org. Chem., 2010, 30(9): 1377-1382.

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α-羟基膦酸酯芳甲酸酯的合成、晶体结构和质谱裂解规律研究

Synthesis, Crystal Structure and Fragmentation Pathway of Arylcar-boxy Ester of α-Hydroxyphosphonate

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