37174-98-4

Usage

InChI:InChI=1/C10H18O3/c1-5-13-9(12)7-6-8(11)10(2,3)4/h5-7H2,1-4H3

Upstream product

• 854838-70-3 (3,3-dimethyl-2-oxo-butylidene)-malonic acid diethyl ester 
• 72972-04-4 1-(1-tert-butyl-vinyl)-pyrrolidine 
• 105-36-2 ethyl bromoacetate 
• 115205-55-5 (Z)-5,5-Dimethyl-4-phenylsulfanyl-hex-3-enoic acid ethyl ester 
• 594-19-4 tert.-butyl lithium 
• 123-25-1 succinic acid diethyl ester 
• 42216-96-6 triethyl orthoacrylate 
• 3282-30-2 pivaloyl chloride 
• 75-11-6 diiodomethane 
• 17094-34-7 ethyl pivaloylacetate 
• 102690-35-7 2-phenylmercapto-3,3-dimethylbutanal 
• 115205-35-1 1-Methoxy-3,3-dimethyl-1-phenylsulfanyl-butan-2-ol 
• 75-97-8 3,3-dimethyl-butan-2-one 
• 95-92-1 oxalic acid diethyl ester 

Downstream Products

• 286435-97-0 5-(tert-butyl)-1-phenyl-1H-pyrazole-3-carboxylic acid 
• 83405-70-3 ethyl 5-(tert-butyl)-1H-pyrazole-3-carboxylate 

Relevant academic research and scientific papers

From a Designer Drug to the Discovery of Selective Cannabinoid Type 2 Receptor Agonists with Favorable Pharmacokinetic Profiles for the Treatment of Systemic Sclerosis

Synthetic cannabinoids, as exemplified by SDB-001 (1), bind to both CB1 and CB2 receptors and exert cannabimimetic effects similar to (-)-trans-Δ9-tetrahydrocannabinol, the main psychoactive component present in the cannabis plant. As CB1 receptor ligands were found to have severe adverse psychiatric effects, increased attention was turned to exploiting the potential therapeutic value of the CB2 receptor. In our efforts to discover novel and selective CB2 receptor agonists, 1 was selected as a starting point for hit molecule identification and a class of 1H-pyrazole-3-carboxamide derivatives were thus designed, synthesized, and biologically evaluated. Systematic structure-activity relationship investigations resulted in the identification of the most promising compound 66 as a selective CB2 receptor agonist with favorable pharmacokinetic profiles. Especially, 66 treatment significantly attenuated dermal inflammation and fibrosis in a bleomycin-induced mouse model of systemic sclerosis, supporting that CB2 receptor agonists might serve as potential therapeutics for treating systemic sclerosis.

Cu(I)-assisted carbon-carbon bond forming reactions of γ,γ-dialkoxyallylic zirconium species: A new versatile homoenolate equivalent of propionate

In the presence of CuCN, reaction of γ,γ-dialkoxyallylic zirconium species 1 with acyl chloride or allylic phosphates proceeded at the α-position of 1 to give alkanoates 3 after aqueous work-up. The ketene dialkylacetal moiety in the coupling products 2 can be used for further bond forming reaction with electrophiles such as nitrosobenzene, nitrostyrene or trichloroacetylisocyanate. (C) 2000 Elsevier Science Ltd.

Sterically Hindered Double-Bond Systems, VII. On the Reaction of Succinic Esters with tert-Butyllithium

Addition of tert-butyllithium to dimethyl (1a) and diethyl succinate (1b), respectively, provides 2,2,7,7-tetramethyl-3,6-octanedione (3) in good yield as well as the ketoesters 5a/b and the cylized products 6 and 7.The model of formation of these latter side products is discussed, and several published errors concerning these transformations are corrected. - Key Words: Ketones, sterically hindered / Lactones, gem-di-tert-butylated / tert-Butyllithium, reaction with dialkyl dicarboxylates