244267-39-8

Upstream product

• 100-55-0 3-hydroxymethylpyridin 
• 100-39-0 benzyl bromide 

Downstream Products

• 1239421-67-0 3-(tert-butoxycarbonyl)-3-azabicyclo[4.1.0]heptane-1-carboxylic acid 
• 309748-42-3 (3-Benzyl-3-aza-bicyclor[4.1.0]hept-1-yl)-methanol 
• 211511-73-8 5-[(Z)-(R)-2-Allyloxycarbonylamino-8-(toluene-4-sulfonyloxy)-oct-3-enyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 211511-70-5 5-{(R)-2-Allyloxycarbonylamino-2-[((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-carbamoyl]-ethyl}-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Synthesis of racemic and enantiopure 3,4-methanonipecotic acid

The synthesis of both racemic and enantiomerically pure (1R,6S)-3,4-methanonipecotic acid, a cyclopropane-containing β-amino acid, which is a valuable building block for drug discovery, is described. The synthetic scheme commences from natural (S)-malic acid and allows for the preparation of the title compound in 12 steps in 28% overall yield. A novel approach to the racemic 3,4-methanonipecotic acid, which relies on a Simmons-Smith cyclopropanation as the key step, was also developed. In this case, the product was obtained in 8 steps and 38% total yield.

Sulfur monoxide transfer from peri -substituted trisulfide-2-oxides to dienes: Substituent effects, mechanistic studies and application in thiophene synthesis

Three peri-substituted trisulfide-2-oxides are prepared by treatment of 1,8-naphthalene dithiols with thionyl chloride and pyridine. The 1,2,3-trithiane-2-oxide ring adopts a sofa conformation in the solid state, with a pseudoaxial oxygen and evidence of ring strain (peri-interaction). Heating the trisulfide-2-oxides in the presence of a diene results in formal sulfur monoxide (SO) transfer to form unsaturated cyclic sulfoxides, along with a recyclable 1,8-naphthalene disulfide. The presence of o-methoxy or o-tert-butyl substituents on the naphthalene ring lowers the temperature and increases the rate at which SO transfer occurs. Trapping experiments and kinetic studies are consistent with the generation of triplet SO, followed by in situ trapping by diene. Transfer of SO also occurs upon irradiation at room temperature, but yields of sulfoxide are lower. Dehydration of the sulfoxides under Pummerer conditions gives thiophenes, including the naturally occurring thioperillene. Two dienes form thiophenes directly under the SO transfer conditions. The methodology is applied in a formal synthesis of the antiplatelet medication Plavix.

Heterocyclic analgesic compounds and methods of use thereof

One aspect of the present invention relates to novel heterocyclic compounds. A second aspect of the present invention relates to the use of the novel heterocyclic compounds as ligands for various cellular receptors, including opiate receptors, other G-protein-coupled receptors, and ion channels. An additional aspect of the present invention relates to the use of the novel heterocyclic compounds as analgesics.

Heterocyclic analgesic compounds and methods of use thereof

One aspect of the present invention relates to novel heterocyclic compounds. A second aspect of the present invention relates to the use of the novel heterocyclic compounds as ligands for various cellular receptors, including opiate receptors, other G-protein-coupled receptors, and ion channels. An additional aspect of the present invention relates to the use of the novel heterocyclic compounds as analgesics.

Heterocyclic analgesic compounds and methods of use thereof

One aspect of the present invention relates to novel heterocyclic compounds. A second aspect of the present invention relates to the use of the novel heterocyclic compounds as ligands for various cellular receptors, including opiate receptors, other G-protein-coupled receptors, and ion channels. An additional aspect of the present invention relates to the use of the novel heterocyclic compounds as analgesics.

Piperididinyl and N-amidinopiperidinyl derivatives

This invention is directed to a compound of formula I which is useful for inhibiting the activity of Factor Xa, by combining said compound with a composition containing Factor Xa. The present invention is also directed to compositions containing compounds

Stereoselective synthesis of the tetracyclic core of manzamine via the vinylogous amide photocycloaddition cascade

The stereoselective preparation of the tetracyclic core of the manzamine alkaloids via the intramolecular vinylogous amide photocycloaddition/retro- Mannich fragmentation/Mannich closure cascade is described. The striking effect of unsaturation in the eight-membered ring on the stereoselectivity of the cycloaddition and a computational analysis of these results are presented.