374094-73-2

Upstream product

• 100-46-9 benzylamine 
• 374094-71-0 (2S,3R)-2-(3-Chloro-propyl)-3-phenyl-oxirane 
• 100-39-0 benzyl bromide 
• 374094-69-6 (Z)-(5-chloropent-1-en-1-yl)benzene 
• 536-74-3 phenylacetylene 
• 24463-87-4 (5-chloropent-1-ynyl)benzene 

Downstream Products

• 374094-75-4 Acetic acid (2S,3S)-1-benzyl-2-phenyl-piperidin-3-yl ester 
• 250589-64-1 (2S,3S)-1-benzyl-3-hydroxy-2-phenylpiperidin 
• 374094-76-5 (2S,3S)-3-Acetoxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester 
• 191669-62-2 (S)-tert-butyl 3-carbonyl-2-phenylpiperidine-1-carboxylic acid 
• 159249-47-5 tert-butyl (2S,3S)-3-hydroxy-2-phenylpiperidine-1-carboxylate 

Relevant academic research and scientific papers

Catalytic asymmetric synthesis of piperidines from pyrrolidine: Concisesynthesis of L-733,060

Catalytic asymmetric deprotonation-aldehyde trapping-ring expansion from a 5- to a 6-ring delivers a concise route to each stereoisomer of -hydroxy piperidines starting from W-Boc pyrrolidine. The methodology is utilized in a 5-step catalytic asymmetric synthesis of the neorokinin-1 receptor antagonist, (+)-L-733,060.

Asymmetric synthesis of (2S,3S)-3-hydroxy-2-phenylpiperidine via ring expansion

A catalytic highly enantioselective (99% ee) preparation of N-tert-butyloxycarbonyl-(2S,3S)-3-hydroxy-2-phenyl-piperidine and N-tert-butyloxycarbonyl-(2S)-2-phenyl-piperidin-3-one was developed using an intramolecular epoxide opening followed by ring expa