288325-76-8

Upstream product

• 147126-62-3 (2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-isopropylcyclohexyl ester 
• 111969-64-3 L-menthyl glyoxylate monohydrate 

Downstream Products

• 147027-10-9 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathiolane-2-carboxylate 
• 147126-73-6 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5R)-5-(4-amino-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathiolane-2-carboxylate 
• 764659-72-5 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathiolane-2-carboxylate 

Relevant academic research and scientific papers

Method for high stereoselectivity synthesis of common midbody of emtricitabine and lamivudine

The invention discloses a method for high stereoselectivity synthesis of common midbody of emtricitabine and lamivudine; the method takes trans-5- hydroxyl-1, 3- oxathiolane-2- carboxylic acid-menthyl acrylate as raw materials; under the effect of asymmet

Preparation method for nucleoside analogue

The invention discloses a preparation method for nucleoside analogue. The preparation method comprises a reaction shown in the description, wherein R in the formula is hydrogen or fluorine. The preparation method is characterized in that preparation of a compound in formula III is achieved through chlorination between a compound in formula II and oxalyl chloride. By means of the method, the nucleoside analogue intermediate used for preparing lamivudine or emtricitabine can be prepared, the enantioselectivity is high, the chemical purity can reach 99% or above or even to 99.5% or above, the mol yield can reach 85% or above, and the preparation method has the advantages of being low in toxicity and environmentally friendly and has remarkable value for industrialization of the lamivudine or the emtricitabine.

CRYSTALLINE L-MENTHYL (2R, 5S)-5-(4-AMINO-5-FLUORO-2-OXO-2H-PYRIMIDIN-1-YL)[1, 3]OXATHIOLAN-2-CARBOXYLATE AND PROCESS FOR PREPARATION THEREOF

Provided herein is crystalline L-menthyl (2R, 5S)-5-(4-amino-5-fluoro-2-oxo-2H- pyrimidin-l-yl)[l,3]oxathiolan-2-carboxylate and a process for preparation thereof.

Practical enantioselective synthesis of lamivudine (3TC) via a dynamic kinetic resolution

A practical enantioselective synthesis of lamivudine 1 is described. A highly effective dynamic kinetic resolution of the 5-hydroxyoxathiolane, followed by chlorination and introduction of cytosine provides an efficient synthesis of lamivudine.