1234835-92-7

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 495-19-2 norarecoline 
• 92600-27-6 1-(1-chloroethyl) 3-methyl 5,6-dihydropyridine-1,3(2H)-dicarboxylate 
• 1352479-70-9 N-but-3-enyl-N-(2-hydroxymethylprop-2-enyl)-4-methylbenzenesulfonamide 
• 1234835-70-1 N-but-3-enyl-N-(2-ethoxycarbonylprop-2-enyl)-4-methylbenzenesulfonamide 
• 1234836-05-5 3-ethoxycarbonyl-1-(4-methylphenylsulfonyl)-1,2,5,6-tetrahydropyridine 

Downstream Products

• 1622081-75-7 1-tosyl-5-(2,4,6-trimethylbenzyl)-1,2,3,6-tetrahydropyridine 
• 1622081-82-6 5-bromomethyl-1-tosyl-1,2,3,6-tetrahydropyridine 

Relevant academic research and scientific papers

Collective total synthesis of tetracyclic diquinane lycopodium alkaloids (+)-paniculatine, (-)-magellanine, (+)-magellaninone and analogues thereof

The collective total synthesis of tetracyclic diquinane Lycopodium alkaloids, (+)-paniculatine, (-)-magellanine, (+)-magellaninone, and two analogues (-)-13-epi-paniculatine and (+)-3-hydroxyl-13-dehydro-paniculatine, has been accomplished. By logic-guide

Approaches to 3,4,5-substituted piperidines via 1,2,5,6-tetrahydropyridines prepared by ring-closing metathesis

Synthetic approaches to (1RS,2SR,6SR)-7-arylmethyl-2-alkoxymethyl-4,7-diaza-9-oxabicyclo[4.3.0]nonan-8-ones, potentially selective muscarinic M1 receptor agonists, by hydration of 1,2,5,6-tetrahydropyridines were investigated. 3-Substituted N-tosyl-1,2,5,6-tetrahydropyridines were prepared by ring-closing metathesis (RCM). The direct hydration of these by hydroboration-oxidation was not usefully selective, but cis-3-hydroxymethyl-4-tert-butyldimethylsilyloxy-N-tosylpiperidine was prepared from 3-hydroxymethyl-N-tosyl-1,2,5,6-tetrahydropyridine by epoxidation, mesylation, reductive elimination, silylation and hydroboration-oxidation. Problems were encountered during attempts to prepare 3-alkoxymethyl-1,2,5,6-tetrahydropyridines with protected amino and cyclobutyl substituents at C5 by ring-closing metathesis, perhaps because of steric hindrance. Nevertheless interesting chemistry was encountered during the synthesis of the RCM precursors including a novel coupling via a 2-ethenyl-N-nosylaziridine and the formation of an oxaazathiocin by an intramolecular substitution of the nitro group of an N-nosyl protected amine by a proximate hydroxyl substituent.

Highly flexible synthesis of chiral azacycles via iridium-catalyzed hydrogenation

A range of saturated chiral azacycles has been prepared in high yield and with high selectivity from simple starting materials. A modular approach with ring-closing metathesis as a key step was used to produce a number of five-, six-, and seven-membered c