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ChemicalBook CAS DataBase List Lamivudine
134678-17-4

Lamivudine synthesis

6synthesis methods
Aqueous hydrochloric acid (6N, 30 ml) was slowly added to a solution of 20 gm of the solid (2R-cis)-4-Amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidi- none.S-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate in water (200 ml) at 45-50 deg C. Stirred the reaction for 1 hour at room temperature. The solid S-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate was filtered and the aqueous layer was neutralized with aqueous sodium hydroxide solution (30%, 20 ml). The solvent was recovered under vacuum at 40-45 deg C., the product obtained was dissolved in methanol (200 ml), filtered to remove the inorganic salts, the filtrate was concentrated under vacuum at 40-45 deg C. and the residual solid obtained was dissolved in ethanol (50 ml), heated to 50 deg C., slowly allowed to room temperature, cooled to 10 deg C., filtered and dried at 40-45 deg C. to obtain 5 gm of Lamivudine(Chiral purity: 97.5%).
synthesis of Lamivudine
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Yield:134678-17-4 92.63%

Reaction Conditions:

with triethylamine in ethanol at 50; for 1 h;

Steps:

1.7 7) Preparation of lamivudine:

Add 38.5g (0.1mol) lamivudine salicylate,320ml of absolute ethanol and 15.15g (0.15mol) of triethylamine,The temperature was raised to 50 ° C, and the reaction was held for 1 h.After the lamivudine salicylate is sufficiently recrystallized,The solvent was distilled off under reduced pressure, 300 ml of ethyl acetate was added, and the mixture was cooled to 10 ° C and kept under stirring for 1 hour.Filtered, washed twice with 100 ml ethyl acetate,Dried to give 21.21g of lamivudine as a white powder,After calculation, the yield is 92.63%.

References:

CN110437216,2019,A Location in patent:Paragraph 0028; 0036; 0038

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