87976-52-1

Upstream product

• 3638-64-0 1-nitroethylene 
• 100-51-6 benzyl alcohol 
• 625-48-9 2-nitro-1-ethanol 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 7570-26-5 1,2-dinitroethane 

Downstream Products

• 334999-08-5 2-(3-benzyloxymethyl-4,5-dihydrooxazol-5-yl)-2-oxoethyl acetate 
• 877463-72-4 (2R,4R,5R)-3-benzyloxymethyl-4,5-dihydroxypiperidine 
• 877463-71-3 (2S,4S,5R)-3-benzyloxymethyl-4,5-dihydroxypiperidine 
• 877463-66-6 (5R)-3-benzyloxymethyl-5-[(4R)-2-oxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline 
• 877463-65-5 (5S)-3-benzyloxymethyl-5-[(4R)-2-oxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline 
• 877463-68-8 (5R)-3-benzyloxymethyl-5-[(4R)-2,2-dioxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline 
• 877463-67-7 (5S)-3-benzyloxymethyl-5-[(4R)-2,2-dioxo-1,3,2-dioxathiolan-4-yl]-2-isoxazoline 
• 877463-70-2 (2R,4R,5R)-3-benzyloxymethyl-4-hydroxypiperidinium 5-sulfate 
• 877463-69-9 (2S,4S,5R)-3-benzyloxymethyl-4-hydroxypiperidinium 5-sulfate 
• 877463-76-8 (2S,3R)-1,3-dihydroxy-1,3-O-isopropylidene-4-[(2S,4S,5R)-2-benzyloxymethyl-4,5-dihydroxypiperidinium-1-yl]butane-2-sulfate 
• 877463-78-0 (2S,3R)-1,3-dihydroxy-1,3-O-isopropylidene-4-[(2R,4R,5R)-2-benzyloxymethyl-4,5-dihydroxypiperidinium-1-yl]butane-2-sulfate 
• 877463-75-7 (2R,3S)-1,3-O-benzylidene-1,3-dihydroxy-4-[(2S,4S,5R)-2-benzyloxymethyl-4,5-dihydroxypiperidinium-1-yl]butane-2-sulfate 
• 877463-77-9 (2R,3S)-1,3-O-benzylidene-1,3-dihydroxy-4-[(2R,4R,5R)-2-benzyloxymethyl-4,5-dihydroxypiperidinium-1-yl]butane-2-sulfate 
• 334999-16-5 (5S)-5-[(1R)-1,2-dihydroxyethyl]-3-benzyloxymethyl-4,5-dihydrooxazole 

Relevant academic research and scientific papers

168. Deoxy-nitrosugars. The Anomeric Effect of the Nitro Group

The 1-deoxy-1-nitro-D-manno-pyranose 4 was transformed into the nitroolefin 5 and hence into the anomeric 1,2-dideoxy-1-nitro-3,4,6-tri-O-benzyl-D-arabino-hexopyranoses (3a and 3b; cf. the Scheme).Conformational analysis of 1-benzyloxy-2-nitroethane (6) b

BICYCLIC COMPOUNDS

Provided herein are compounds and pharmaceutical compositions comprising said compounds that are useful for treating cancers. Specific cancers include those that are mediated by YAP/TAZ or those that are modulated by the interaction between YAP/TAZ and TEAD.

Deoxysugars via microbial reduction of 5-acyl-isoxazolines: Application to the synthesis of 3-deoxy-D-fructose and derivatives

5-Acylisoxazolines 3a-d were obtained by 1,3-dipolar cycloaddition from acetoxymethyl vinyl ketone and nitro precursors. Compounds 3a-d were biotransformed by Aspergillus niger into a 1:1 mixture of stereomers of 5-dihydroxyethyl isoxazolines (+)-4a-d (anti) and (-)-5a-d (syn). Both stereomers were obtained in good yields and with high optical purities. Carbonyl reduction by Aspergillus niger produces alcohols of R-configuration thus giving an access to D-sugar analogues: Compound (+)-4d was converted to 3-deoxy-D-erythro-hexulose and several protected derivatives. Total synthesis of 3-deoxy-D-fructose-6-phosphate was also achieved in two steps and 64% overall yield from (+)-4d.