444307-92-0

Upstream product

• 227622-64-2 (3R,4'S)-2-benzyl-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine 

Downstream Products

• 1032590-83-2 methyl 4-(benzylamino)-2,4-dideoxy-β-D-erythro-hex-3-ulofuranoside 

Relevant academic research and scientific papers

Acid-induced and reductive transformations of enantiopure 3,6-dihydro-2H-1,2-oxazines - Synthesis of dideoxyamino carbohydrate derivatives

Acid-catalyzed transformations of carbohydrate-derived 3,6-dihydro-2H-1,2- oxazines such as 1, 5 and 13 provided a set of enantiopure furano-1,2-oxazines or pyrano-1,2-oxazines. The reaction conditions determined the degree of solvolysis of the compounds.

Acid promoted syntheses of new enantiopure amino sugar derivatives from 3,6-dihydro-2H-1,2-oxazines

The acid promoted rearrangement of syn-1 with HCl led to bicyclic acetal 2 from which enantiopure furan derivative 4 was obtained by hydrogenolysis. The same sequence was applied to anti-1 leading to bicyclus 3 and diastereomeric tetrahydrofuran 5. Treatm