1012053-56-3

Basic information

• Product Name: (2R,5S)-5-(4-amino-2-oxo-pyrimidin-1-yl)-1,3-oxathiolane-2-methyl-(2'S-isopropyl-5'R-methyl-1'R-cyclohexyl)-carbonic acid diester
• Synonyms: (2R,5S)-5-(4-amino-2-oxo-pyrimidin-1-yl)-1,3-oxathiolane-2-methyl-(2'S-isopropyl-5'R-methyl-1'R-cyclohexyl)-carbonic acid diester
• CAS NO: 1012053-56-3
• Molecular Weight: 411.522
• Mol File: 1012053-56-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2R,5S)-5-(4-amino-2-oxo-pyrimidin-1-yl)-1,3-oxathiolane-2-methyl-(2'S-isopropyl-5'R-methyl-1'R-cyclohexyl)-carbonic acid diester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,5S)-5-(4-amino-2-oxo-pyrimidin-1-yl)-1,3-oxathiolane-2-methyl-(2'S-isopropyl-5'R-methyl-1'R-cyclohexyl)-carbonic acid diester(1012053-56-3)
• EPA Substance Registry System: (2R,5S)-5-(4-amino-2-oxo-pyrimidin-1-yl)-1,3-oxathiolane-2-methyl-(2'S-isopropyl-5'R-methyl-1'R-cyclohexyl)-carbonic acid diester(1012053-56-3)

Safety Data

• Hazardous Substances Data: 1012053-56-3(Hazardous Substances Data)

Upstream product

• 1091585-23-7 C₁₅H₂₅ClO₄S 
• 18037-10-0 2,4-O,N-bis(trimethylsilyl)cytosine 
• 2216-51-5 (-)-menthol 
• 14602-86-9 (1R,2S,5R)-menthyl chloroformate 
• 1012053-49-4 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2-oxoethyl) carbonate 
• 71-30-7 Cytosine 

Downstream Products

• 134678-17-4 lamivudine 

Relevant articles and documents

Asymmetric synthesis method of lamivudine

The invention provides an asymmetric synthesis method of lamivudine. The synthesis method comprises: carrying out condensation on L-menthyl chloroformate used as a starting raw material and geminal dihaloethanol, hydrolyzing to obtain an acetaldehyde alcohol optically-active ester, carrying out condensation with 5,5-dihydroxy-1,4-dithiane to obtain trans 5-hydroxy-1,3-oxathiolane-2-methyl optically-active ester, acetylating, coupling with silanized cytosine, and finally removing the chiral auxiliary agent to obtain the product lamivudine. According to the present invention, the raw materials used in the entire synthesis process are cheap and readily available, and have high utilization rate, such that the synthesis cost of lamivudine is substantially reduced; the synthesis process is simple, the synthesis conditions are mild, the yield of the obtained lamivudine is high, the chiral substrate is easily removed during the synthesis, and the generated three-waste pollutants are less; andthe method is suitable for industrial large-scale production of lamivudine.

A preparation method of lamivudine

The invention discloses a method for preparation of lamivudine. Refined pure 5 S - (cytosine base - 1 ') - 1, 3 - oxathiolane - 2 - ethoxy carbonyl - (1' R, 2'S, 3' R) - menthyl ester; in the weak base and the solvent removed under the condition of chiral L - menthol to get a product of lamivudine. The material of the invention is cheap, the reagents used in the environmental protection, steps is relatively short, mild reaction conditions, atom utilization rate high, high yield, high chemical purity of the obtained product, reach the medical standard, suitable for large-scale production of lamivudine preparation method.