865709-55-3Relevant academic research and scientific papers
Synthesis of methyl 1-(2,3,5-tri-O-acetyl-β-L-ribofuranosyl)-1,2,4- triazole-3-carboxylate from L-ribose: From a laboratory procedure to a manufacturing process
Zhang, Pingsheng,Dong, Zhiming E.,Cleary, Thomas P.
, p. 583 - 592 (2005)
A two-step manufacturing process for methyl 1-(2,3,5-tri-O-acetyl-β-L- ribofuranosyl)-1,2,4-triazole-3-carboxylate (1) was developed. In step 1, L-ribose was converted to a β/α mixture of 1,2,3,5-tetra-O-acetyl-L- ribofuranoses (2 and 4). The step contained four chemical transformations and was completed in "one-pot" in approximately 95% yield. The crude step 1 product was reacted with methyl 1,2,4-triazole-3-carboxylate (3) in step 2 to produce 1. The successful utilization of both isomers (2 and 4) in step 2 offered advantages of higher overall yield and a much simplified process by eliminating the isolation of pure 2. The process was successfully scaled up to the pilot plant and subsequently in a manufacturing campaign using commercial production facilities.
