158568-76-4

Upstream product

• 134340-64-0 N-tosyl-α'-propyl-α-furfuryl amine 
• 135822-87-6 (E)-N-(furan-2-ylmethylene)-4-methylbenzenesulfonamide 
• 308245-92-3 (R)-N-[1'-(2-Furyl)butyl]-N-[2-(p-tolylsulfonyloxy)ethyl]toluene-p-sulfonamide 
• 308246-02-8 (R)-N-[1'-(2-Furyl)butyl]-N-(2-phenylselenoethyl)toluene-p-sulfonamide 
• 308245-71-8 (2S,1'R)-N-[1'-(2-Furyl)butyl]-N-(2-hydroxyethyl)-2-phenylglycinol 
• 308245-81-0 (R)-N-[1'-(2-Furyl)butyl]-2-aminoethanol 
• 182161-95-1 (5S,1'S)-N-[1'-(2-Furyl)butyl]-5-phenylmorpholin-2-one 

Downstream Products

• 158471-26-2 (R)-2-(p-Tolylsulfonamido)norvaline 
• 308246-21-1 N-Formyl-(R)-2-(p-tolylsulfonamido)norvaline 

Relevant academic research and scientific papers

Chirally templated boronic acid Mannich reaction in the synthesis of optically active α-amino acids

Adducts from diastereoselective Mannich-type reactions of aldehydes, 2-furylboronic acid and the chiral amine template (S)-5-phenylmorpholin-2-one, were used in the synthesis of a series of enantiomerically pure D-α-amino acids. The direction of diastereocontrol was proved by X-ray crystallography analysis of the reaction products. Results indicated that sequential degradation of diastereomically pure N-furfurylmorpholinones obtained by boronic Mannich condensation, could be carried out to produce amino acids of high optical purity.

An efficient preparation of optically active α-furfuryl amide by kinetic resolution using the modified sharpless asymmetric epoxidation reagent

Kinetic resolution of α-furfuryl amide was first carried out by using the modified Sharpless asymmetric epoxidation reagent to give the slow-reacting enantiomers, (S)-la-f and (R)-lb,f in high enantioselectivity (90-100% e.e) and high chemical yield (45-5