A novel strategy toward the synthesis of N-(β-glycosyl)asparagines based on the alkylation of ethyl nitroacetate using N-(β-glycosyl)iodoacetamides-Science-Chemical Encyclopedia-lookchem

A novel strategy toward the synthesis of N-(β-glycosyl)asparagines based on the alkylation of ethyl nitroacetate using N-(β-glycosyl)iodoacetamides
Add time:09/05/2019 Source:sciencedirect.com

A conceptually novel strategy has been developed for the synthesis of N-(β-glycosyl)asparagine precursors in good yield by the alkylation of ethyl nitroacetate using six per-O-acetylated N-(β-glycosyl)iodoacetamides derived from mono- and disaccharides. The use of a chiral organocatalyst, N-(9-anthracenylmethyl)cinchoninium chloride (10 mol %), resulted in diastereoselective alkylation up to 64% de. Single crystal structure analysis of the purified major diastereomer of the Glc derivative revealed an absolute configuration of S at the α-carbon of the monosubstituted ethyl nitroacetate which is a precursor of the l-asparagine conjugate.

We also recommend Trading Suppliers and Manufacturers of ETHYL 2-(2-CHLOROACETAMIDO)-4-THIAZOLEACETATE (cas 19749-93-0). Pls Click Website Link as below: cas 19749-93-0 suppliers

Prev:Synthesis of β-hydroxyacetamides from unactivated ethyl acetates under base-free conditions and microwave irradiation
Next: Research paperDesign, synthesis and biological evaluation of novel 2-methoxyestradiol analogs as dual selective estrogen receptor modulators (SERMs) and antiangiogenic agents)

Encyclopedia