153401-05-9

Upstream product

• 1415-36-7 (-)-norsedamine 
• 134040-12-3 (S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester 
• 134107-85-0 (S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-piperidine-1-carboxylic acid methyl ester 
• 134040-02-1 (S)-2-((S)-2-Hydroxy-2-phenyl-ethyl)-piperidine-1-carboxylic acid methyl ester 
• 153401-04-8 (2S,5R)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-5-hydroxy-piperidine-1-carboxylic acid methyl ester 

Downstream Products

• 112462-87-0 (-)-5-hydroxysedamine 
• 153401-03-7 (2S,5S)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-5-hydroxy-piperidine-1-carboxylic acid methyl ester 
• 165674-73-7 (2S,5S)-5-Hydroxy-2-((S)-2-hydroxy-2-phenyl-ethyl)-piperidine-1-carboxylic acid methyl ester 
• 153401-04-8 (2S,5R)-2-((S)-2-Acetoxy-2-phenyl-ethyl)-5-hydroxy-piperidine-1-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Hydroboration of Enecarbamates and the Synthesis of β-Hydroxypiperidine Alkaloids

The β-hydroxypiperidine alkaloids 5, 6 and 8 were diastereoselectively synthesized using hydroboration of enecarbamates 2b-c as a key step.

Synthesis of β-hydroxypiperidine alkaloids by anodic oxidation of carbamates and hydroboration

The β-hydroxypiperidine alkaloids (±)-pseudoconhydrine, (±)-N-methylpseudoconhydrine, (-)-5-hydroxysedamine, and (+)-sedacryptine were synthesized. Successive functionalization of the piperidine ring via anodic methoxylation allowed the regio- and stereos