* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Stage #1: With N,N-bis(trimethylsilyl)acetamide In acetonitrile at 20℃; for 3 h; Inert atmosphere Stage #2: With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -30℃;
Was added to the reactor5-methylthymidine20-2 (0.530 g, 4.2 mmol),Compound 21-1 (0.328 g, 1.4 mmol) and40 ml of anhydrous acetonitrile, argon was added dropwise to the solution at room temperatureBis (trimethylsilyl) acetamide(2.2 mL, 8.7 mmol),After stirring for 3 hours, the temperature was lowered to -30 ° C,To the system was added trimethylsilyl trifluoromethanesulfonate (1 mL, 5.6 mmol)Stir at room temperature, TLC followed the reaction.The reaction product was added with dichloromethane,The organic layers were washed with saturated sodium bicarbonate solution, water and saturated brine, respectively,Dried, concentrated, column chromatography (MeOH: CHCl3 = 3: 100)And purified to give the title product 21-2 (yield 70percent).
Reference：
[1] Patent: CN106496130, 2017, A, . Location in patent: Page/Page column 0043
2
[ 98-88-4 ]
[ 3056-17-5 ]
[ 122567-97-9 ]
Reference：
[1] Journal of Pharmaceutical Sciences, 1994, vol. 83, # 3, p. 339 - 343
[2] Journal of Medicinal Chemistry, 1990, vol. 33, # 1, p. 258 - 263
[3] The Journal of organic chemistry, 2002, vol. 67, # 11, p. 3541 - 3547
5-methyl thymine 20-2 as a raw material, the reaction steps are as follows:(3) Synthesis of compound 21-3 (d4T):Compound 21-2 (0.288 g, 0.88 mmol) was added to the reactor,Saturated methanolic methanol solution 30mL, stirring at room temperature reaction,TLC tracks the reaction to the end. The solvent was removed by concentration,Column chromatography (MeOH: CHCl3 = 5: 100)To give the target product 21-3 (yield 75%).
Benzoic acid (2R,3S,3aS,9aR)-7-methyl-6-oxo-3-(toluene-4-sulfonyloxy)-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-2-ylmethyl ester[ No CAS ]
Was added to the reactor5-methylthymidine20-2 (0.530 g, 4.2 mmol),Compound 21-1 (0.328 g, 1.4 mmol) and40 ml of anhydrous acetonitrile, argon was added dropwise to the solution at room temperatureBis (trimethylsilyl) acetamide(2.2 mL, 8.7 mmol),After stirring for 3 hours, the temperature was lowered to -30 C,To the system was added trimethylsilyl trifluoromethanesulfonate (1 mL, 5.6 mmol)Stir at room temperature, TLC followed the reaction.The reaction product was added with dichloromethane,The organic layers were washed with saturated sodium bicarbonate solution, water and saturated brine, respectively,Dried, concentrated, column chromatography (MeOH: CHCl3 = 3: 100)And purified to give the title product 21-2 (yield 70%).
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
110K+ Compounds
Competitive Price
1-2 Day Shipping
