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1-{(2R,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde[ No CAS ]
2-[1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-thiazolidine-4-carboxylic acid[ No CAS ]
Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(5-formyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester[ No CAS ]
(8-(3,4-diaminophenyl)-4,4-difluoro-1,3,5,7-tetramethyl-4-bora3a,4a-diaza-s-indacene)[ No CAS ]
5,5-difluoro-10-(2-(1-(4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-1H-benzo[d]imidazol-6-yl)-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide[ No CAS ]
1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-hydroxy-5-methylhydantoin[ No CAS ]
trans-5,6-dihydroxy-5,6-dihydrothymidine[ No CAS ]
N-(2-deoxy-β-D-erythro-pentouranosyl)([2-hydroxypropanoyl]carbamoyl)carbamic acid[ No CAS ]
[ 5116-24-5 ]
[ 41308-58-1 ]
[ 67145-02-2 ]
[ 65-71-4 ]
cis et trans 6-hydroxy-5,6-dihydrothymidine[ No CAS ]
[ 5627-00-9 ]
[ 38241-09-7 ]
[ 4494-26-2 ]
Yield
Reaction Conditions
Operation in experiment
at 25℃; for 0.5h;Sonication; Inert atmosphere;
General procedure: dT was purchased from Pharma Waldhof and used as such. All solutions were prepared in water purified by a Cascada Lab Water Systems and of resistivity 18.2 MOmega cm. Solutions of dT (10-4 mol/L, 250 mL) was subjected to sonolysis at four different frequencies (200, 350, 620 and 1000 kHz) at three different power densities, 10.5, 24.5 and 42 W/mL for 2 h. Two frequencies (620 kHz and 1 MHz), among the four studied, fall under the range used for the surgical non disruptive applications. The sonolysis was carried out in a glass reactor with an L3 ELAC Nautik ultrasound generator powered by an Allied Signal R/F generator (T & C power conversion, Model AG 1006). For the experiments under argon saturated atmosphere, the solution was bubbled with argon gas for half an hour at a pressure of 5 psi prior to sonolysis and Ar was bubbled throughout the experiment. Sonolysis was carried out only at a power density of 42 W/mL under argon atmosphere, where there was maximum degradation in the case of aerated conditions. Two transducers were used with resonances 212 and 620 kHz and 350 and 1000 kHz respectively. The temperature was maintained at 25 ± 1 C.
1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-hydroxy-5-methylhydantoin[ No CAS ]
trans-5,6-dihydroxy-5,6-dihydrothymidine[ No CAS ]
5-formyl-5,6-dihydroxy-5,6-dihydro-2’-deoxyuridine[ No CAS ]
N-(2-deoxy-β-D-erythro-pentouranosyl)([2-hydroxypropanoyl]carbamoyl)carbamic acid[ No CAS ]
[ 5116-24-5 ]
[ 65-71-4 ]
[ 5627-00-9 ]
[ 38241-09-7 ]
[ 4494-26-2 ]
Yield
Reaction Conditions
Operation in experiment
With air; at 25℃; for 1h;Sonication;
General procedure: dT was purchased from Pharma Waldhof and used as such. All solutions were prepared in water purified by a Cascada Lab Water Systems and of resistivity 18.2 MOmega cm. Solutions of dT (10-4 mol/L, 250 mL) was subjected to sonolysis at four different frequencies (200, 350, 620 and 1000 kHz) at three different power densities, 10.5, 24.5 and 42 W/mL for 2 h. Two frequencies (620 kHz and 1 MHz), among the four studied, fall under the range used for the surgical non disruptive applications. The sonolysis was carried out in a glass reactor with an L3 ELAC Nautik ultrasound generator powered by an Allied Signal R/F generator (T & C power conversion, Model AG 1006). For the experiments under argon saturated atmosphere, the solution was bubbled with argon gas for half an hour at a pressure of 5 psi prior to sonolysis and Ar was bubbled throughout the experiment. Sonolysis was carried out only at a power density of 42 W/mL under argon atmosphere, where there was maximum degradation in the case of aerated conditions. Two transducers were used with resonances 212 and 620 kHz and 350 and 1000 kHz respectively. The temperature was maintained at 25 ± 1 C.
5-((E)-3-(4-fluorophenyl)-3-oxopropen-1-yl)-2'-deoxyuridine[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
50%
With sodium hydroxide; In ethanol; water; at 0℃;
<strong>[4494-26-2]5-formyl-2'-deoxyuridine</strong> (0.256 g, 1 mmol) And p-fluoroacetophenone (0.138 g, 1 mmol) Was added to an ethanol / water solution (5 mL) having a volume ratio of 1: 1, Then sodium hydroxide (0.060 g, 1.5 mmol) was added, The reaction was stirred at 0 C, TLC is tracked to the end of the reaction. After removing the solvent under reduced pressure, The residue was purified by column chromatography to give the yellow solid product d (0.188 g) Yield 50%.
5-((E)-3-(4-methoxyphenyl)-3-oxopropen-1-yl)-2'-deoxyuridine[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
81%
With sodium methylate; In methanol; at 0℃;
<strong>[4494-26-2]5-formyl-2'-deoxyuridine</strong> (0.256 g, 1 mmol) And p-methoxyacetophenone (0.150 g, 1 mmol) Followed by addition to methanol (5 mL) Then sodium methoxide (0.081 g, 1.5 mmol) was added, The reaction was stirred at 0 C, TLC is tracked to the end of the reaction. After removing the solvent under reduced pressure, The residue was isolated by column chromatography to give the yellow solid product e (0.314 g) Yield 81%.
Take 5-aldehyde uracil(30 mg, 0.12 mmol) and compound 1 (33 mg, 0.12 mmol) in a 25 mL round bottom flask, Add 10mL of methanol and 5 drops of acetic acid, the reaction was stirred at 50 15h. After the reaction was completed, the reaction system was evaporated to dryness under reduced pressure,The solid was subjected to silica gel column chromatography eluting with dichloromethane: methanol = 50: 1 to 15: 1 to give Compound B as a yellow solid (36 mg,60%).
General procedure: To a solution of the nucleosides (2-20) in DMF ([substrate]=0.3M, except for 3 and 4, [3,4]=0.05M) were added PyAOP (1.6 eq) and DBU (1.6 eq). The reaction was stirred at 20C for 1min. To the reaction solution was added N-nucleophiles (4 eq) (or 1a in THF, conc. NH4OH (10 eq)). The reaction was stirred at 20C for 5min-4h and monitored by TLC. Upon completion, the solution was concentrated in vacuo. Flash column chromatography on silica gel afforded 5MedC and oxidized 5MedC derivatives (1?-20?) in pure form.
N<SUP>4</SUP>,N<SUP>4</SUP>-diethyl-5-formyl-2'-deoxycytidine[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
85%
General procedure: To a solution of the nucleosides (2-20) in DMF ([substrate]=0.3M, except for 3 and 4, [3,4]=0.05M) were added PyAOP (1.6 eq) and DBU (1.6 eq). The reaction was stirred at 20C for 1min. To the reaction solution was added N-nucleophiles (4 eq) (or 1a in THF, conc. NH4OH (10 eq)). The reaction was stirred at 20C for 5min-4h and monitored by TLC. Upon completion, the solution was concentrated in vacuo. Flash column chromatography on silica gel afforded 5MedC and oxidized 5MedC derivatives (1?-20?) in pure form.
1-(2'-deoxy-β-D-ribofuranosyl)-5-formyl-4-(morpholin-4-yl)-2(1H)-pyrimidinone[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
79%
General procedure: To a solution of the nucleosides (2-20) in DMF ([substrate]=0.3M, except for 3 and 4, [3,4]=0.05M) were added PyAOP (1.6 eq) and DBU (1.6 eq). The reaction was stirred at 20C for 1min. To the reaction solution was added N-nucleophiles (4 eq) (or 1a in THF, conc. NH4OH (10 eq)). The reaction was stirred at 20C for 5min-4h and monitored by TLC. Upon completion, the solution was concentrated in vacuo. Flash column chromatography on silica gel afforded 5MedC and oxidized 5MedC derivatives (1?-20?) in pure form.
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