14593-43-2Relevant articles and documents
Structure-based screening and optimization of cytisine derivatives as inhibitors of the menin-MLL interaction
Zhong, Hai-Jing,Lee, Bo Ra,Boyle, Joshua William,Wang, Wanhe,Ma, Dik-Lung,Hong Chan, Philip Wai,Leung, Chung-Hang
, p. 5788 - 5791 (2016)
The natural product-like compound 1 was identified as a direct inhibitor of the menin-MLL interaction by in silico screening. Structure-based optimization furnished analogue 1a, which showed significantly higher potency than both the lead structure 1 and the reference compound MI-2.
CuH-Catalyzed Asymmetric Intramolecular Reductive Coupling of Allenes to Enones
Tan, Yun-Xuan,Tang, Xiao-Qi,Liu, Ping,Kong, De-Shen,Chen, Ya-Li,Tian, Ping,Lin, Guo-Qiang
, p. 248 - 251 (2018)
The CuH-catalyzed asymmetric intramolecular reductive coupling of allenes to enones is successfully realized, providing cis-hydrobenzofurans with promising yields and excellent enantioselectivities. Such brilliant enantioselectivities are partially contributed by CuH-catalyzed favorable kinetic resolution of the cyclization products. This protocol tolerates a broad range of functional groups, allowing for further construction of tricyclic and bridged-ring structures. Moreover, the meta-chiral functionalization of 4-substituted phenol and asymmetric dearomatization modification of phenol-contained bioactive molecules are also described.
Chiral Cyclic Aliphatic Linkers as Building Blocks for Selective Dopamine D2or D3Receptor Agonists
Battiti, Francisco O.,Bonifazi, Alessandro,Katritch, Vsevolod,Newman, Amy Hauck,Zaidi, Saheem A.
supporting information, p. 16088 - 16105 (2021/11/16)
Linkers are emerging as a key component in regulating the pharmacology of bitopic ligands directed toward G-protein coupled receptors (GPCRs). In this study, the role of regio- and stereochemistry in cyclic aliphatic linkers tethering well-characterized primary and secondary pharmacophores targeting dopamine D2 and D3 receptor subtypes (D2R and D3R, respectively) is described. We introduce several potent and selective D2R (rel-trans-16b; D2R Ki = 4.58 nM) and D3R (rel-cis-14a; D3R Ki = 5.72 nM) agonists while modulating subtype selectivity in a stereospecific fashion, transferring D2R selectivity toward D3R via inversion of the stereochemistry around these cyclic aliphatic linkers [e.g., (-)-(1S,2R)-43 and (+)-(1R,2S)-42]. Pharmacological observations were supported with extensive molecular docking studies. Thus, not only is it an innovative approach to modulate the pharmacology of dopaminergic ligands described, but a new class of optically active cyclic linkers are also introduced, which can be used to expand the bitopic drug design approach toward other GPCRs.
Oxidative Dehydroxymethylation of Alcohols to Produce Olefins
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Paragraph 0057; 0058, (2019/09/06)
Catalyst compositions for the conversion of aldehyde compounds and primary alcohol compounds to olefins are disclosed herein. Reactions include oxidative dehydroxymethylation processes and oxidative dehydroformylation methods, which are beneficially conducted in the presence of a sacrificial acceptor of H2 gas, such as N,N-dimethylacrylamide.
Tandem Catalysis: Transforming Alcohols to Alkenes by Oxidative Dehydroxymethylation
Wu, Xuesong,Cruz, Faben A.,Lu, Alexander,Dong, Vy M.
, p. 10126 - 10130 (2018/08/23)
We report a Rh-catalyst for accessing olefins from primary alcohols by a C-C bond cleavage that results in dehomologation. This functional group interconversion proceeds by an oxidation-dehydroformylation enabled by N,N-dimethylacrylamide as a sacrificial acceptor of hydrogen gas. Alcohols with diverse functionality and structure undergo oxidative dehydroxymethylation to access the corresponding olefins. Our catalyst protocol enables a two-step semisynthesis of (+)-yohimbenone and dehomologation of feedstock olefins.
