25137-77-3

Upstream product

• 57-48-7 D-Fructose 
• 492-30-8 2-C-methyl-D-ribono-1,4-lactone 
• 874-60-2 4-methyl-benzoyl chloride 
• 874351-61-8 C₈H₁₇NO₅ 

Relevant academic research and scientific papers

Facile synthesis of 2-C-methyl-D-arabino-γ-1,4-lactones and mechanism study

In our previous research on the synthesis of 3,5-di-O-benzoyl-2-C-methyl-D-arabino-γ-lactone 4a, the reaction mechanism of DMSO-mediated configuration inversion of C2 hydroxyl group in the lactone was ambiguous. As a follow-up to this research, we used s

Preparation method and intermediate body of (2S, 3R, 4R)-3,5-bis-sustituted-2-deoxy-2-hydroxy-2-methyl-D-ribose-gamma-lactone

The invention relates to a preparation method and an intermediate body of (2S, 3R, 4R)-3,5-bis-sustituted-2-deoxy-2-hydroxy-2-methyl-D-ribose-gamma-lactone. The intermediate body has the structure as shown in formula II. A compound in the formula II serves as the intermediate body for preparing (2S, 3R, 4R)-3,5-bis-sustituted-2-deoxy-2-hydroxy-2-methyl-D-ribose-gamma-lactone, stereoselectivity is good, the yield is high, reaction conditions are mild, raw materials 2-C-methyl-D-ribonic acid-1,4 lactone for preparing the intermediate body are wide in source, preparation is easy, and cost is low.

Sugar-modified derivatives of cytostatic 6-(het)aryl-7-deazapurine nucleosides: 2′-c-methylribonucleosides, arabinonucleosides and 2′-deoxy-2′-fluoroarabinonucleosides

A series of novel sugar-modified derivatives of cytostatic 6-hetaryl-7-deazapurine ribonucleo-sides: 2′-C-methylribonucleosides, arabinonucleosides and 2′-deoxy-2′-fluoroarabinonucleo-sides bearing an alkyl, aryl and hetaryl group in position 6 were prepared by palladium catalyzed cross-coupling reactions of corresponding (protected) 6-chloro-(7-fluoro)-7-deazapurine nucleosides with (het)arylboronic, hetarylstannanes and trimethylaluminium eventually followed by deprotection. Key intermediate 6-chloro-7-deazapurine 2′-C-methyl-β-D-ribofuranoside was prepared via a stereoselective nucleobase anion glycosylation with toluoyl-protected 1,2-anhydro-2-C-methylribofuranose. The 1,2-anhydro sugar was synthesized in 3 steps starting from readily available 2-C-methylribonolactone. The 6-chloro-7-deazapurine arabinofuranoside intermediate was obtained by epimerization from 3′,5′-protected 6-chloro-7-deazapurine ribofuranoside via 2′-hydroxyl oxidation followed by reduction. None of the prepared compounds showed any considerable cytostatic or antiviral activity.

Process for the preparation of ribofuranose derivatives

The present invention relates to a new process in 3 steps starting from 2-C-methyl-D-ribopentono-1,4-lactone for the preparation of tetra-acyl ribofuranose derivatives of formula (I): useful in the synthesis of nucleotides.

PROCESS FOR THE PREPARATION OF RIBOFURANOSE DERIVATIVES

The present invention relates to a new process in 3 steps starting from 2-C-methyl-D-ribopentono-1,4-lactone for the preparation of tetra-acyl ribofuranose derivatives of Formula (I) useful in the synthesis of nucleotides.