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 spectro...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.展开更多
One pure isomer of the title compound was obtained,and its crystal structure was determined by single crystal X-ray diffraction analysis.C<sub>2</sub>1H<sub>3</sub>1ClNO<sub>7</sub>...One pure isomer of the title compound was obtained,and its crystal structure was determined by single crystal X-ray diffraction analysis.C<sub>2</sub>1H<sub>3</sub>1ClNO<sub>7</sub>PS,M<sub>r</sub>=507.97,triclinic,space group P1,crystal data:a=10.475 （4）,b=11.165（3）,c=12.484（2）,α=76.65（2）,β=81.05（2）,γ=65.54（2）°,V=1290.1（7） 3,Z=2,D<sub>x</sub>=1.31 g/cm3,μ=3.22 cm-1,F（000）=536,the final R=0.073 and Rω=0. 083 for 2851 observed reflections[I≥3σ（I）].The configuration of the chiral phosphorus atom P（1） is R.展开更多
The chlorination of O,O-dialkyl N,N-dialkyl thiophosphoramidates with phosphorus oxychloride proceeds with isomerization to give S-alkyl N,N-dialkyl thiophosphoramidochloridates,which react further with various nucleo...The chlorination of O,O-dialkyl N,N-dialkyl thiophosphoramidates with phosphorus oxychloride proceeds with isomerization to give S-alkyl N,N-dialkyl thiophosphoramidochloridates,which react further with various nucleophiles in the presence of base to give the title compounds.展开更多
Novel alkyl thiophosphoramidate derivatives of nucleoside analogues (5) have been prepared by phosphochloridothioate chemistry. O Isopropyl 2′,3′ O isopropylidene uridine 5′ yl N thiophosphoryl th...Novel alkyl thiophosphoramidate derivatives of nucleoside analogues (5) have been prepared by phosphochloridothioate chemistry. O Isopropyl 2′,3′ O isopropylidene uridine 5′ yl N thiophosphoryl threonine and serine methyl esters (5a and 5b) underwent the intramolecular catalyzed hydrolysis reaction.展开更多
Novel thiophosphoramidate derivatives of nucleoside analogue as membrane-soluble prodrugs of the bioactive free nucleotides have been prepared by thiophosphorylation reaction. 2′,3′-O, O′-Isopropylidene uridine-5′...Novel thiophosphoramidate derivatives of nucleoside analogue as membrane-soluble prodrugs of the bioactive free nucleotides have been prepared by thiophosphorylation reaction. 2′,3′-O, O′-Isopropylidene uridine-5′-yl N-thiophosphoryl serine and threonine methyl esters underwent the intramolecular catalyzed hydrolysis reaction.展开更多
基金Project supported by Nankai University （No. J02044） and Tianjin Natural Science Foundation （No. 07JCZDJC04800）.
文摘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.
文摘One pure isomer of the title compound was obtained,and its crystal structure was determined by single crystal X-ray diffraction analysis.C<sub>2</sub>1H<sub>3</sub>1ClNO<sub>7</sub>PS,M<sub>r</sub>=507.97,triclinic,space group P1,crystal data:a=10.475 （4）,b=11.165（3）,c=12.484（2）,α=76.65（2）,β=81.05（2）,γ=65.54（2）°,V=1290.1（7） 3,Z=2,D<sub>x</sub>=1.31 g/cm3,μ=3.22 cm-1,F（000）=536,the final R=0.073 and Rω=0. 083 for 2851 observed reflections[I≥3σ（I）].The configuration of the chiral phosphorus atom P（1） is R.
文摘The chlorination of O,O-dialkyl N,N-dialkyl thiophosphoramidates with phosphorus oxychloride proceeds with isomerization to give S-alkyl N,N-dialkyl thiophosphoramidochloridates,which react further with various nucleophiles in the presence of base to give the title compounds.
文摘Novel alkyl thiophosphoramidate derivatives of nucleoside analogues (5) have been prepared by phosphochloridothioate chemistry. O Isopropyl 2′,3′ O isopropylidene uridine 5′ yl N thiophosphoryl threonine and serine methyl esters (5a and 5b) underwent the intramolecular catalyzed hydrolysis reaction.
文摘Novel thiophosphoramidate derivatives of nucleoside analogue as membrane-soluble prodrugs of the bioactive free nucleotides have been prepared by thiophosphorylation reaction. 2′,3′-O, O′-Isopropylidene uridine-5′-yl N-thiophosphoryl serine and threonine methyl esters underwent the intramolecular catalyzed hydrolysis reaction.
