81366-48-5

Upstream product

• 83237-09-6 ethyl 2-chloro-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxypropanoate 
• 83348-79-2 (2R,3S)-2-Amino-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-propionic acid 
• 83237-12-1 <(2S,3S)-3-<(4R)-2,2-dimethyl-1,3-dioxolan-4-yl>oxiran-2-yl>carboxylic acid 
• 200808-48-6 (2R,5R,6S)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-5-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-2-((S)-1-triisopropylsilanyloxy-ethyl)-[1,3]oxazinan-4-one 
• 200808-49-7 (2R,5R,6S)-5-Amino-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-((S)-1-triisopropylsilanyloxy-ethyl)-[1,3]oxazinan-4-one 
• 501-53-1 benzyl chloroformate 
• 654083-18-8 (4S,5R)-[4-hydroxy-2-oxo-5-(tetrahydropyran-2-yloxymethyl)tetrahydrofuran-3-yl]carbamic acid benzyl ester 
• 81366-41-8 (2R,3S)-2-Benzyloxycarbonylamino-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-propionic acid tert-butyl ester 

Downstream Products

• 81366-49-6 [(3R,4S,5R)-4-(Isopropyl-dimethyl-silanyloxy)-5-(isopropyl-dimethyl-silanyloxymethyl)-2-oxo-tetrahydro-furan-3-yl]-carbamic acid benzyl ester 

Relevant academic research and scientific papers

A STEREOSELECTIVE SYNTHESIS OF 2-AMINO-2-DEOXY-D-RIBOSE

2-Benzyloxycarbonylamino-2-deoxy-D-ribose was conveniently synthesized via α-chloro-β-hydroxyester prepared from 2,3-O-isopropylidene-D-glyceraldehyde and ethoxyacetylene by the stereoselective aldol reaction.

Total synthesis of 3,4-dihydroxyprolines, D-threo-L-norvaline and (2S,3R,4R)-2-amino-3,4-dihydroxytetrahydrofuran-2-carboxylic acid methyl ester

The Henry reaction between D-glyceraldehyde and ethyl nitroacetate allowed the practical development of a diastereoselective synthesis of 3,4,5-trihydroxy-2-nitropentanoic acid esters, which were reduced to polyoxamic acids, which were used in a new diastereoselective synthesis of 3,4-dihydroxyprolines and new enantioselective syntheses of D-threo-L-norvaline and (2S,3R,4R)-2-amino-3,4-dihydroxytetrahydrofuran-2-carboxylic acid methyl ester.

An efficient synthesis of the cyclic form of scalemic 2,4-di-epi-polyoxamic acid exploiting the hetero Diels-Alder approach

An efficient synthesis of the lactonic derivative of 2,4-di-epi- polyoxamic acid, in high enantiomeric purity, through a hetero Diels-Alder approach, is reported.

A STEREOSELECTIVE SYNTHESIS OF 2-AMINO-2-DEOXY-D-ARABINOSE AND -D-RIBOSE

Two amino pentoses, 2-acetamido-2-deoxy-D-arabinose and -D-ribose, are conveniently synthesized from 2-amino-2-deoxy-D-pentonic acid derivatives, obtained by the stereoselective reaction of the chiral imine 1 with 2,3-O-isopropylidene-D-glyceraldehyde.