183074-30-8

Upstream product

• 183074-25-1 (4S,5R)-1-((R)-3-Benzyloxyamino-hexanoyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 
• 139962-44-0 (4S,5R)-1-((E)-Hex-2-enoyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 
• 428512-29-2 (4R,5S)-2,2-Dioxo-5-propyl-2λ⁶-[1,3,2]dioxathiolane-4-carboxylic acid benzyl ester 
• 428512-30-5 benzyl (2S,3S)-2-azido-3-hydroxyhexanoate 
• 100-51-6 benzyl alcohol 

Downstream Products

• 428512-32-7 benzyl (2S,3R)-N^α-(benzyloxycarbonyl)-3-propylaziridine-2-carboxylate 

Relevant academic research and scientific papers

A general asymmetric synthesis of syn- and anti-beta-substituted cysteine and serine derivatives.

A stereodivergent synthetic route has been developed to make the optically pure anti- and syn-beta-substituted cysteine and serine derivatives. In this approach, the key intermediates, > 94% enantiomerically pure cyclic sulfates 3 and aziridines 7, were prepared from alpha,beta-unsaturated esters 1, employing the Sharpless asymmetric dihydroxylation. The high regio- and stereoselective ring-opening reactions of cyclic sulfates and aziridines provided enantiomerically pure beta-substituted cysteine and serine derivatives.

Asymmetrische Synthese von Alkylaziridin-2-carbonsaeureestern aus chiralen 3'-Benzyloxyaminoimiden

Keywords: Aziridine, Chirale Auxiliare, Cyclisierungen, Enolate