Explore more uses of cas: 144490-03-9 | Organic Process Research & Development

Product Details of 144490-03-9In 2005, Zhang, Pingsheng;Dong, Zhiming E.;Cleary, Thomas P. published 《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》. 《Organic Process Research & Development》published the findings. The article contains the following contents:

A two-step manufacturing process for Me 1-(2,3,5-tri-O-acetyl-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate (I) was developed via methanolysis, acetylation, acetolysis, and coupling reactions. In step 1, L-ribose was converted to a β/α mixture of 1,2,3,5-tetra-O-acetyl-L-ribofuranoses (II). The step contained four chem. transformations and was completed in “one-pot” in approx. 95% yield. The crude step 1 product was reacted with Me 1,2,4-triazole-3-carboxylate in step 2 to produce I. The successful utilization of both isomers II in step 2 offered advantages of higher overall yield and a much simplified process by eliminating the isolation of pure I. The process was successfully scaled up to the pilot plant and subsequently in a manufacturing campaign using com. production facilities. The experimental procedure involved many compounds, such as (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate (cas: 144490-03-9) .

(2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate(cas:144490-03-9 Product Details of 144490-03-9) is an isomer of 1,2,3,5-Tetra-O-acetyl β-D-Ribofuranose (T283100) which is used in the synthesis of 3-(β-D-ribofuranosyl)-2,3-dihydro-6H-1,3-oxazine-2,6-dione, a new pyrimidine nucleoside analog related to uridine.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem