60772-81-8

Upstream product

• 124-38-9 carbon dioxide 
• 2944-48-1 2-tert-butylanisole 
• 60772-80-7 (2-tert-butyl-6-methylphenyl)methylether 

Downstream Products

• 134268-23-8 3-t-butyl-2-methoxyphenyl(2,5-dimethoxyphenyl)methyl methyl ether 
• 134267-98-4 3-t-butyl-2-methoxyphenyl(2',5'-dimethoxyphenyl)diazomethane 
• 134268-34-1 3-t-butyl-2,2',5'-trimethoxybenzophenone hydrazone 
• 134268-19-2 7-t-butyl-3-(2,5-dimethoxyphenyl)dihydrobenzofuran 
• 134268-27-2 3-t-butyl-2,2',5'-trimethoxybenzophenone 
• 134268-08-9 3-t-butyl-2-methoxyphenyl(phenyl)methyl methyl ether 
• 134267-94-0 3-t-butyl-2-methoxyphenyl(phenyl)diazomethane 
• 134268-30-7 3-t-butyl-2-methoxybenzophenone hydrazone 
• 134268-04-5 7-t-butyl-3-phenyldihydrobenzofuran 
• 134268-25-0 3-t-butyl-2-methoxybenzophenone 
• 24248-99-5 (3-(tert-butyl)-2-hydroxyphenyl)(phenyl)methanone 

Relevant academic research and scientific papers

Structural optimization and in vitro profiling of N-phenylbenzamide-based farnesoid X receptor antagonists

Activation of the nuclear farnesoid X receptor (FXR) which acts as cellular bile acid sensor has been validated as therapeutic strategy to counter liver disorders such as non-alcoholic steatohepatitis by the clinical efficacy of obeticholic acid. FXR antagonism, in contrast, is less well studied and potent small molecule FXR antagonists are rare. Here we report the systematic optimization of a novel class of FXR antagonists towards low nanomolar potency. The most optimized compound antagonizes baseline and agonist induced FXR activity in a full length FXR reporter gene assay and represses intrinsic expression of FXR regulated genes in hepatoma cells. With this activity and a favorable toxicity-, stability- and selectivity-profile it appears suitable to further study FXR antagonism in vitro and in vivo.

Synthesis and application of oxadiazines as chiral ligands for the enantioselective addition of diethylzinc to aldehydes

A series of oxadiazines derived from l-phenylalanine bearing phenolic substituents have been synthesized in a multistep, one pot process. This process involves the reaction of a mixed anhydride with a β-hydrazino alcohol, methanesulfonylation of the alcohol moiety, and base induced cyclization. The resultant oxadiazines were employed in the asymmetric addition of diethylzinc to aldehydes.

Buttressing Effect in Carbene Chemistry. Effect of 3-Alkyl Groups on the Reactions of 2-Alkoxydiphenylcarbenes

Irradiation of 2-methoxydiphenyldiazomethane 1a in diethyl ether at 10 deg C gave 3-phenyldihydrobenzofuran 3a along with a small amount of the ether adduct 4a, which became the major product when the irradiation was carried out in the ether matrix at -196 deg C.The reaction patterns were dramatically changed as an alkyl group was introduced into the 3-position of substrates 1.Thus, irradiation of 2-methoxy-3-alkyldiphenyldiazomethanes 1b-d in diethyl ether either at 10 deg C or at -196 deg C afforded the corresponding benzofurans 3b-d at the complete expense of the ether adducts 4b-d.The results are nicely explained in terms of the buttressing effect of the 3-alkyl group, which prevents the 2-methoxy group from lying in the plane of the phenyl ring in the precursor molecules and assists the methoxy group in rotating around the C-O bond toward the carbene centre after elimination of N2.Generation of carbenes 2 in methanol at 10 deg C produced O-H insertion adducts 5 as the major product at the expense of benzofurans 3.The ether 5a was formed as a major product in the reaction of carbene 2a with the alcohol matrix at -196 deg C, but the benzofurans 3 became the major product in the irradiation of substrates 1b-d in methanol matrix at -196 deg C.The results are again explicable in terms of the buttressing effect of 3-alkyl substituents on the relative populations of thew rotational isomers of the carbenes 2.The effect of the 3-alkyl group on the reaction of 2,2',5'-trimethoxydiphenylcarbenes 7 which form two kinds of intramolecular C-H insertion products 8 and 9 were studied and the results are again discussed in terms of the buttressing effect.

STERIC EFFECTS IN THE METALLATION OF ALKOXY- AND DIALKOXY-BENZENES

With the aim of examining the role of steric factors in determining the position of metallation, the reaction of n-butyllithium with a series of 1,2-dialkoxy-, 1,2-alkylthio-, 1,4-dialkoxy-, and 2-t-butyl-1-alkoxy-benzenes has been studied in the presence and in the absence of N,N,N',N'-tetramethylethylenediamine (TMEDA).Steric factors are particularly relevant in the case of 2-t-butyl-alkoxybenzenes where the yields of metallation dramatically decrease passing from the methoxy to the isopropoxy derivative, while with the t-butoxy derivative only cleavage of the ether bond occurs.

Anti-inflammatory oxazole[4,5-b]pyridines

The various isomers of oxazolo- and thiazolopyridines having utility as antiinflammatory, antipyretic and analgesic agents are prepared by condensation of an appropriate amino-hydroxypyridine or amino-mercaptopyridine with a carboxylic acid, halide or anhydride.