479064-47-6

Upstream product

• 5162-44-7 1-bromo-4-butene 
• 226225-42-9 (2S,4R)-N-tert-butyloxycarbonyl-4-[(tert-butyldiphenylsilyl)oxy]pyrrolidine-2-carboxylic acid methyl ester 
• 7766-51-0 4-iodobut-1-ene 

Downstream Products

• 479064-48-7 tert-butyl (2R,4R)-2-(but-3-enyl)-4-tert-butyldiphenylsilyloxy-2-hydroxymethyl-1-pyrrolidinecarboxylate 
• 479064-52-3 tert-butyl (3R,5R)-3-tert-butyldiphenylsilyloxy-8-oxo-1-azaspiro[4.5]dec-6-ene-1-carboxylate 
• 479064-49-8 tert-butyl (2R,4R)-2-(but-3-enyl)-4-tert-butyldiphenylsilyloxy-2-formyl-1-pyrrolidinecarboxylate 
• 479064-50-1 tert-butyl (2R,4R)-4-tert-butyldiphenylsilyloxy-2-formyl-2-(3-oxobutyl)-1-pyrrolidinecarboxylate 
• 479064-39-6 tert-butyl (3R)-3-tert-butyldiphenylsilyloxy-8-oxo-1-azaspiro[4.5]decane-1-carboxylate 
• 479064-51-2 tert-butyl (3R,5R)-3-tert-butyldiphenylsilyloxy-6-hydroxy-8-oxo-1-azaspiro[4.5]decane-1-carboxylate 
• 479064-40-9 (3R)-dispiro[1-tert-butoxycarbonyl-3-tert-butyldiphenylsilyloxypyrrolidine-5,1'-cyclohexane-4',2''-1,3-dioxolane] 

Relevant academic research and scientific papers

Synthesis of (-)-TAN1251A using 4-hydroxy-L-proline as a chiral source

A new synthetic route of (-)-TAN1251A possessing an antimuscarinic activity was developed on the basis of alkylation of a trans-4-hydroxy-L-proline derivative and the subsequent construction of an azaspiro ring as key steps.

Alkylation of 4-hydroxyproline ester derivatives. Diastereoselectivity guided by the anomeric effect and π-interaction

The alkylation of 4-hydroxyproline derivatives 7 and 12 with a range of alkylating reagents was examined. The stereoselectivity was found to be dependent on the reagent and the N-protecting group. This was explained by a concept based on the stereoelectronic effect and π-interaction.