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【期刊论文】Synthesis of Diphenyl α-(Dipropoxyphosphoramido) alkyl-phosphonates
苗志伟, CUI Zhan-Wei, ZHANG Jian-Feng, MIAO Zhi-Wei, CHEN Ru-Yu
Chinese Journal of Chemistry, 2007, 25, 1551—1554,-0001,():
-1年11月30日
A convenient method has been developed for the synthesis of diphenyl α-(dipropoxyphosphoramido) alkyl- phosphonates under mild conditions, namely the reaction of dipropyl phosphoramidate (1) with a para-(un)substituted benzaldehyde or cyclicketone (2) and triphenyl phosphite (3) by a one-pot procedure with the aid of acetyl chloride.
Mannich type reaction, α-aminoalkanephosphonate, triphenyl phosphate, acetyl chloride
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苗志伟, MIAO Zhi-Wei, FU Cui-Rong, WANG, Bin, CUI Zhan-Wei, ZHANG Jian-Feng, CHEN Ru-Yu
Chinese Journal of Chemistry, 2007, 25, 1344—1348,-0001,():
-1年11月30日
N-(1,3,2-Dioxaphosphorinan-2-ylmethyl) thiophosphoramidates were synthesized and determined by NMR spectra and positive ion electrospray ionization mass spectrometry (ESI-MS) in conjunction with tandem mass spectrometry (MS/MS). The fragmentation pathways were investigated. The results show that these characteristic ions in ESI mass spectra are useful in the structural determination of N-(1, 3, 2-dioxaphosphorinan-2-ylmethyl)- thiophosphoramidates.
ESI-MS, N-(, 1,, 3,, 2-dioxaphosphorinan-2-ylmethyl), thiophosphoramidate, conjugate, tandem mass spectrometry
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苗志伟, B. Wang, , Z. W. Miao, J. Wang, R. Y. Chen, X. D. Zhang
Amino Acids (2007),-0001,():
-1年11月30日
A series of novel naphthoquinone fused cyclic α-aminophosphonates, 2-alkoxy-3, 4-dihydro-2H-naphtho[2,3-e][1,4,2] oxazaphosphinane-5, 10-dione 2-oxide 3–17 and naphthoquinone fused cyclic α-aminophosphonic monoester 18 were synthesized for the first time. These cyclic α-aminophosphonates were evaluated for antitumor activity on four human tumor cell lines, and three of them showed significant cytotoxicity (IC50: 0.019–5.15 μM) comparable to that of the reference drug doxorubicin. Furthermore, inhibition assays for topoisomerase II-mediated relaxation of supercoiled DNA indicated that the naphthoquinone fused cyclic aminophosphonates were catalytic inhibitors of topoisomerase II.
Amino acid, Aminoalkylphosphonic acid, Topoisomerase II inhibitors, Mannich-type reaction, Phosphorus heterocycles
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苗志伟, Jianfeng Zhang, Zhanwei Cui, Fei Wang, Yadan Wang, Zhiwei Miao, Ruyu Chen
Green Chem., 2007, 9, 1341–1345,-0001,():
-1年11月30日
A convenient and rapid method was developed for the synthesis of various N-phosphoramino α-aminoalkylphosphonates through Mannich type reactions under catalyst- and solvent-free conditions with excellent yields.
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【期刊论文】A Convenient Synthesis of 2-Alkoxy-2-oxo-1, 4, 2-oxazaphosphinanes
苗志伟, Bin Wang, Zhiwei Miao, You Huang, Ruyu Chen
Heteroatom Chemistry Volume 18, Number 1, 2007,-0001,():
-1年11月30日
A study on the synthesis of the novel cyclic α-aminophosphonates and 2-alkoxy-2- oxo-1, 4, 2-oxazaphosphinanes 4a–r has been carried out. The title compounds were obtained in good yields by one-pot procedure using o-aminophenol, alkyl dichlorophosphinite, and ketones or benzaldehyde. One of their geometric stereoisomers was isolated and characterized. Configurations of 4k and one isomer of 4r have been established by X-ray diffraction analysis. The synthetic methods provide an easy access to the organophosphorus heterocycles with the ring system mentioned above. The abnormal chemical shifts of alkyl-substitute protons in 1H NMR spectra were given reasonable explanation.
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