61414-79-7

Upstream product

• 2288-18-8 2-phenyl-1,3-butadiene 
• 292638-85-8 acrylic acid methyl ester 
• 87-66-1 2-hydroxyresorcinol 
• 591-50-4 iodobenzene 
• 701232-30-6 methyl 4-hydroxy-4-phenylcyclohexanecarboxylate 
• 186581-53-3 diazomethane 
• 61414-85-5 4-phenylcyclohex-3-ene-1-carboxylic acid 

Downstream Products

• 92-92-2 biphenyl-4-carboxylic acid 
• 61414-85-5 4-phenylcyclohex-3-ene-1-carboxylic acid 
• 61414-43-5 2-Phenyl-tricyclo[3.2.1.0^2,7]octan-6-one 
• 50464-38-5 2-Diazo-1-(4-phenyl-cyclohex-3-enyl)-ethanone 
• 61414-90-2 (1S,2S,5R)-2-Phenyl-bicyclo[3.2.1]octan-6-one 
• 1593076-63-1 C₁₈H₂₃BrO₃ 
• 36296-69-2 trans-4-phenylcyclohexanecarboxylic acid methyl ester 
• 36296-69-2 methyl 4-phenylcyclohexanecarboxylate 

Relevant academic research and scientific papers

Preparation and reaction chemistry of novel silicon-substituted 1,3-dienes

2-Silicon-substituted 1,3-dienes containing non transferrable groups known to promote transmetallation were prepared by Grignard chemistry and enyne metathesis. These dienes participated in one pot metathesis/Diels-Alder reactions in regio- and diastereoselective fashions. Electron-rich alkenes showed the fastest rates in metathesis reactions, and ethylene, a commonly used metathesis promoter slowed enyne metathesis. 2-Pyridyldimethylsilyl and 2-thienyldimethylsilyl substituted Diels-Alder cycloadducts participated in cross-coupling chemistry and the 2-thienyldimethylsilyl substituted cycloadducts underwent cross-coupling under very mild reaction conditions.

Discovery of 6-phenylpyrimido[4,5- B ][1,4]oxazines as potent and selective Acyl CoA: Diacylglycerol acyltransferase 1 (DGAT1) inhibitors with in vivo efficacy in rodents

The discovery and optimization of a series of acyl CoA:diacylglycerol acyltransferase 1 (DGAT1) inhibitors based on a pyrimido[4,5-b][1,4]oxazine scaffold is described. The SAR of a moderately potent HTS hit was investigated resulting in the discovery of phenylcyclohexylacetic acid 1, which displayed good DGAT1 inhibitory activity, selectivity, and PK properties. During preclinical toxicity studies a metabolite of 1 was observed that was responsible for elevating the levels of liver enzymes ALT and AST. Subsequently, analogues were synthesized to preclude the formation of the toxic metabolite. This effort resulted in the discovery of spiroindane 42, which displayed significantly improved DGAT1 inhibition compared to 1. Spiroindane 42 was well tolerated in rodents in vivo, demonstrated efficacy in an oral triglyceride uptake study in mice, and had an acceptable safety profile in preclinical toxicity studies.