423763-77-3

Upstream product

• 100-52-7 benzaldehyde 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 6249-80-5 1-phenylbut-3-en-1-one 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 85551-57-1 (R)-1-Phenylbut-3-en-1-ol 

Downstream Products

• 423763-86-4 methanesulfonic acid 5-(tert-butoxycarbonyl-methyl-amino)-7-(tert-butyl-dimethyl-silanyloxy)-7-phenyl-heptyl ester 
• 423763-85-3 {1-[2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-5-hydroxy-pentyl}-methyl-carbamic acid tert-butyl ester 
• 423763-84-2 {1-[2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-pent-4-enyl}-methyl-carbamic acid tert-butyl ester 
• 423763-82-0 Methanesulfonic acid (R)-1-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-pent-4-enyl ester 
• 423763-83-1 {(S)-1-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-pent-4-enyl}-methyl-amine 
• 423763-81-9 (1R,3R)-1-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-hept-6-en-3-ol 
• 423763-80-8 tert-Butyl-dimethyl-((R)-2-(S)-oxiranyl-1-phenyl-ethoxy)-silane 
• 497-89-2 2-[1-methyl-(2S)-piperidin-2-yl]-1-phenyl-(1R)-ethan-1-ol 
• 491837-47-9 (2'S,1S)-{1-[2-(tert-butyldimethylsilanoxy)-2-phenylethyl]-7-oxo-7-phenylhept-5-enyl}methylcarbamic acid tert-butyl ester 
• 491837-45-7 (5S,7S)-methanesulfonic acid 5-(tert-butoxycarbonylmethylamino)-7-(tert-butyldimethylsilanoxy)-7-phenylheptyl ester 
• 491837-44-6 (2'S,1S)-{1-[2-(tert-butyldimethylsilanoxy)-2-phenylethyl]-5-hydroxypentyl}methylcarbamic acid tert-butyl ester 
• 491837-43-5 (2'S,1S)-{1-[2-(tert-butyldimethylsilanoxy)-2-phenylethyl]pent-4-enyl}methylcarbamic acid tert-butyl ester 
• 491837-46-8 (2'S,1S)-{1-[2-(tert-butyldimethylsilanoxy)-2-phenylethyl]-5-oxopentyl}methylcarbamic acid tert-butyl ester 
• 491837-41-3 (2'S,1R)-methanesulfonic acid 1-[2-(tert-butyldimethylsilanoxy)-2-phenylethyl]pent-4-enyl ester 

Relevant academic research and scientific papers

Enantiospecific and stereoselective synthesis of (-)-allosedamine

A total synthesis of (-)-allosedamine (>99% ee, de) is described in 14 steps with an overall yield of 29% from benzaldehyde.

A highly stereoselective asymmetric synthesis of (-)-lobeline and (-)-sedamine

A highly stereoselective asymmetric synthesis of (-)-sedamine and (-)-lobeline is described from benzaldehyde in 16 and 17 steps with an overall yield of 20% and 14%, respectively. The key intermediate syn-3,4-epoxyalcohol was prepared in a highly diastereomeric fashion (>99% ee, dr) and served as a common intermediate for both alkaloids.