1262306-23-9

Upstream product

• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 122-01-0 4-chloro-benzoyl chloride 
• 190656-01-0 N-(9-fluorenylmethoxycarbonyloxy)hydroxylamine 

Downstream Products

• 1262306-36-4 (+)-(2R,3S)-methyl 3-{[(9H-Fluoren-9-yl)methoxy]carbonylamino}-2-hydroxy-3-phenylpropanoate 
• 1262306-40-0 C₂₅H₂₃NO₅ 
• 1262306-37-5 (-)-(2S,3R)-methyl 3-{[(9H-Fluoren-9-yl)methoxy]carbonylamino}-2-hydroxy-3-phenylpropanoate 

Relevant academic research and scientific papers

IMPROVED AMINOHYDROXYLATION OF ALKENES

The invention relates to a process for the aminohydroxylation of alkenes using N-oxycarbamate reagents, e.g. N-acyloxycarbamate, N-alkyloxycarbonyloxycarbamate and N-aralkoxycarbonyloxycarbamate reagents. The invention particularly relates to an intermolecular aminohydroxylation reaction that can be carried out in the absence of added base. The invention also relates to novel N-oxycarbamate reagents that are stable crystalline materials. The process of the invention is useful in the synthesis of compounds having a vicinal amino alcohol moiety, such as biologically active compounds.

Alkyl 4-chlorobenzoyloxycarbamates as highly effective nitrogen source reagents for the base-free, intermolecular aminohydroxylation reaction

Ethyl-(7), benzyl-(8), tert-butyl-(9), and fluorenylmethyl-4- chlorobenzoyloxycarbamates (10) have been prepared as storable and easy-to-prepare nitrogen sources for use in the intermolecular Sharpless aminohydroxylation reaction and its asymmetric variant. These reagents were found to be effective under base-free reaction conditions. The scope and limitations of these methods have been explored using a variety of alkenes, among which, trans-cinnamates, in particular, proved to be good substrates.