89544-01-4

Upstream product

• 62999-51-3 2,2-pentamethylene-4-vinyl-1,3-dioxolane 
• 698-16-8 benzohydroximoyl chloride 

Downstream Products

• 93106-32-2 (1R,3S)-3-Amino-1-(S)-1,4-dioxa-spiro[4.5]dec-2-yl-3-phenyl-propan-1-ol 
• 93106-32-2 (1R,3R)-3-Amino-1-(S)-1,4-dioxa-spiro[4.5]dec-2-yl-3-phenyl-propan-1-ol 

Relevant academic research and scientific papers

SYNTHESIS OF AMINO SUGARS VIA ISOXAZOLINES. DL- AND D-LIVIDOSAMINE (2-AMINO-2,3-DIDEOXY-RIBO-HEXOSE) DERIVATIVES FROM 4-VINYL-1,3-DIOXOLANES AND NITROACETALDEHYDE ACETALS

1,3-Dipolar cycloaddition of nitrile oxides, generated from nitroethanol and nitroacetaldehyde derivatives 3, 21 and 22, respectively, and of benzonitrile oxide to 4-vinyldioxolanes 1,2 gave ca 4:1 erythro/threo mixtures of corresponding isoxazolines.LAH reduction of erytho isoxazolines proceeded with similar (ca4:1) selectivity to furnish protected ribo-amino-polyols 11, 15, 19, DL- and D-lividosamines 31 and 33, respectively, as main products.The DL-lividosamine derivative 33 was obtained pure by crystallization.In the D-series, the corresponding ribo/arabino mixture D-31/D-32 was transformed to the known α-methyl D-lividosaminide D-37.