3495-46-3Relevant academic research and scientific papers
Carbon Dioxide as a Directing Group for C-H Functionalization Reactions Involving Lewis Basic Amines, Alcohols, Thiols, and Phosphines for the Synthesis of Compounds
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Paragraph 0092; 0096; 0107, (2019/07/03)
Methods of synthesizing compounds using CO2 as a directing group for C—H functionalization, and compounds made thereby, are described.
Carbon Dioxide-Mediated C(sp3)-H Arylation of Amine Substrates
Kapoor, Mohit,Liu, Daniel,Young, Michael C.
, p. 6818 - 6822 (2018/05/31)
Elaborating amines via C-H functionalization has been an important area of research over the past decade but has generally relied on an added directing group or sterically hindered amine approach. Since free-amine-directed C(sp3)-H activation is still primarily limited to cyclization reactions and to improve the sustainability and reaction scope of amine-based C-H activation, we present a strategy using CO2 in the form of dry ice that facilitates intermolecular C-H arylation. This methodology has been used to enable an operationally simple procedure whereby 1° and 2° aliphatic amines can be arylated selectively at their γ-C-H positions. In addition to potentially serving as a directing group, CO2 has also been demonstrated to curtail the oxidation of sensitive amine substrates.
Methods and compositions for treating amyloid-related diseases
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Page/Page column 147-148, (2010/11/24)
Methods, compounds, pharmaceutical compositions and kits are described for treating or preventing amyloid-related disease.
cis-2,5-dicyanopyrrolidine inhibitors of dipeptidyl peptidase IV: Synthesis and in vitro, in vivo, and x-ray crystallographic characterization
Wright, Stephen W.,Ammirati, Mark J.,Andrews, Kim M.,Brodeur, Anne M.,Danley, Dennis E.,Doran, Shawn D.,Lillquist, Jay S.,McClure, Lester D.,McPherson, R. Kirk,Orena, Stephen J.,Parker, Janice C.,Polivkova, Jana,Qiu, Xiayang,Soeller, Walter C.,Soglia, Carolyn B.,Treadway, Judith L.,VanVolkenburg, Maria A.,Wang, Hong,Wilder, Donald C.,Olson, Thanh V.
, p. 3068 - 3076 (2007/10/03)
Inhibitors of the glucagon-like peptide-1 (GLP-1) degrading enzyme dipeptidyl peptidase IV (DPP-IV) have been shown to be effective treatments for type 2 diabetes in animal models and in human subjects. A novel series of cis-2,5-dicyanopyrrolidine α-amino amides were synthesized and evaluated as inhibitors of dipeptidyl peptidase IV (DPP-IV) for the treatment of type 2 diabetes. 1-({[1-(Hydroxymethyl)cyclopentyl]amino}-acetyl)pyrrolidine-2,5-cis- dicarbonitrile (1c) is an achiral, slow-binding (time-dependent) inhibitor of DPP-IV that is selective for DPP-IV over other DPP isozymes and proline specific serine proteases, and which has oral bioavailability in preclinical species and in vivo efficacy in animal models. The mode of binding of the cis-2,5-dicyanopyrrolidine moiety was determined by X-ray crystallography. The hydrochloride salt of 1c was further profiled for development as a potential new treatment for type 2 diabetes.
Biologically selective potassium channel openers having 1,1- diethylpropyl group
Yoshiizumi, Kazuya,Seko, Norihiko,Nishimura, Noriyasu,Ikeda, Shoji,Yoshino, Kohichiro,Kondo, Hirosato,Tanizawa, Kazutaka
, p. 3397 - 3402 (2007/10/03)
To find out selective potassium channel openers (PCOs), we synthesized several 3,5-disubstituted phenylcyanoguanidine derivatives and investigated their structure-activity relationships (SAR). As a result, we discovered selective PCOs having 1,1-diethylpropyl group toward antihypertensive activity.
IMINOPHOSPHORANE-MEDIATED TRANSFORMATION OF TERTIARY ALCOHOLS INTO t-ALKYLAMINES AND THEIR N-PHOSPHORYLATED DERIVATIVES
Koziara, Anna,Zwierzak, Andrzej
, p. 6513 - 6516 (2007/10/02)
Novel azidation of tertiary alcohols by means of trimetylsilyl azide in the presence of boron trifluoride etherate has been worked out.The Staudinger reaction of crude azides with triethyl phosphite affords the corresponding iminophosphoranes which can be directly transformed into diethyl N-(t-alkyl)phosphoroamidates or t-alkylamine tosylates.
