259249-36-0

Upstream product

• 259249-31-5 (R)-7-[(4S,5S)-4,5-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-[1,3]dioxolan-2-yl]-8-(4-methoxy-phenyl)-1,4-dithia-8-aza-spiro[4.5]decane 
• 259249-32-6 (R)-7-((4R,5R)-4,5-Bis-bromomethyl-2-methyl-[1,3]dioxolan-2-yl)-8-(4-methoxy-phenyl)-1,4-dithia-8-aza-spiro[4.5]decane 
• 259249-38-2 {(4S,5S)-5-Hydroxymethyl-2-[(R)-8-(4-methoxy-phenyl)-1,4-dithia-8-aza-spiro[4.5]dec-7-yl]-2-methyl-[1,3]dioxolan-4-yl}-methanol 
• 259249-34-8 1-[(R)-8-(4-Methoxy-phenyl)-1,4-dithia-8-aza-spiro[4.5]dec-7-yl]-propan-1-one 
• 259249-33-7 1-[(R)-8-(4-Methoxy-phenyl)-1,4-dithia-8-aza-spiro[4.5]dec-7-yl]-ethanone 
• 259249-35-9 (R)-7-(2-Ethyl-[1,3]dithiolan-2-yl)-8-(4-methoxy-phenyl)-1,4-dithia-8-aza-spiro[4.5]decane 

Downstream Products

• 555-92-0 (S)-coniine hydrochloride 

Relevant academic research and scientific papers

Enantioselective syntheses of ent-sedridine and (+)-coniine via proline-catalyzed mannich reaction

Proline-catalyzed three component Mannich reaction using 5-hydroxypentanal as a substrate was achieved in high enantioselectivity to construct a chiral center at C-2 position of 2-substituted piperidine alkaloids. The method was applied to the total syntheses of ent-sedridine and (+)-coniine.

Stereospecific synthesis of piperidine skeleton by [4+2] cycloaddition, leading to the synthesis of piperidines of biological interests

[4+2] Cycloaddition reaction between a chiral imine possessing an auxiliary derived from tartaric acid and Danishefsky diene was studied, and the reaction promoted by boron trifluoride etherate gave 2, 3- dehydropiperidin-4-one in a stereospecific manner. The adduct thus obtained was converted into (S)-coniine derivatives without loss of the stereochemical integrity.