77784-07-7

Upstream product

• 1093864-38-0 C₁₈H₂₇NO₃ 
• 86138-88-7 (2R,3R,6S)-3-Hydroxy-6-((R)-2-hydroxy-2-phenyl-ethyl)-2-prop-1-ynyl-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester 
• 86138-85-4 (2R,3S,6S)-3-Hydroxy-6-(2-oxo-2-phenyl-ethyl)-2-prop-1-ynyl-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester 
• 86138-76-3 (3aR,5S,7aR)-5-((R)-2-Hydroxy-2-phenyl-ethyl)-2-methoxy-2-methyl-3,3a,5,7a-tetrahydro-2H-furo[3,2-b]pyridine-4-carboxylic acid methyl ester 
• 86138-75-2 (3aR,5R,7aR)-5-((R)-2-Hydroxy-2-phenyl-ethyl)-2-methoxy-2-methyl-hexahydro-furo[3,2-b]pyridine-4-carboxylic acid methyl ester 
• 86138-81-0 (2R,6S)-3-Oxo-6-(2-oxo-2-phenyl-ethyl)-2-prop-1-ynyl-3,6-dihydro-2H-pyridine-1-carboxylic acid methyl ester 
• 86138-73-0 (S)-2-((3aS,5S,7aS)-2-Methoxy-2,4-dimethyl-octahydro-furo[3,2-b]pyridin-5-yl)-1-phenyl-ethanol 

Relevant academic research and scientific papers

Asymmetric synthesis of (-)-sedacryptine through a diastereoselective Mannich reaction of: N, O -acetals with ketones

An efficient diastereoselective approach to access the 3-hydroxy-2,6-disubstituted piperidine scaffold 1 has been developed through the Mannich process involving N,O-acetal (2S,3R)-6 and ketones in excellent yield with high diastereoselectivity (dr > 99:1). In addition, the utility of this convenient one-pot process is demonstrated by the asymmetric synthesis of (-)-sedacryptine 3.

Asymmetric synthesis of (+)-isofebrifugine and (-)-sedacryptine from a common chiral nonracemic building block

(Chemical Equation Presented) The stereoselective syntheses of 2-substituted and 2,6-disubstituted 3-hydroxypiperidine alkaloids, (+)-isofebrifugine and (-)-sedacryptine, from a common, functionalized nonracemic bicyclic building block are achieved, demon

Lewis acid-catalyzed ring-opening reactions of semicyclic N,O-acetals possessing an exocyclic nitrogen atom: Mechanistic aspect and application to piperidine alkaloid synthesis

Ring-opening reactions of semicyclic N,O-acetals possessing an exocyclic nitrogen atom with silicon-based nucleophiles (silyl enol ethers, ketene silyl acetals, allylic silanes, and trimethylsilyl cyanide) were systematically studied for the first time. I

APPLICATION OF THE OXYGENATIVE NUCLEOPHILE INTRODUCTION REACTION TO 1-ALKOXYCARBONYL-2-ALKYNYL-1,2-DIHYDROPYRIDINES. A FACILE SYNTHESIS OF (+/-)-SEDACRYPTINE

A Sedum alkaloid, (+/-)-sedacryptine (17) was effectively synthesized from the compound (3g), one of the products (3a-3l) derived from 2-alkynyl-1,2-dihydropyridine derivatives (2) by application of our oxygenative nucleophile introduction reaction.