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.
Normal Alpha Olefin Synthesis Using Dehydroformylation or Dehydroxymethylation
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Paragraph 0127; 0128; 0129, (2019/09/06)
The present invention discloses processes for producing normal alpha olefins, such as 1-hexene, 1-octene, 1-decene, and 1-dodecene in a multistep synthesis scheme from another normal alpha olefin. Also disclosed are reactions for converting aldehydes, primary alcohols, and terminal vicinal diols into normal alpha olefins.
Versatile etherification of alcohols with allyl alcohol by a titanium oxide-supported molybdenum oxide catalyst: Gradual generation from titanium oxide and molybdenum oxide
Kon, Yoshihiro,Fujitani, Tadahiro,Nakashima, Takuya,Murayama, Toru,Ueda, Wataru
, p. 4618 - 4625 (2018/09/29)
Etherification using allyl alcohol to produce allyl ether via dehydration is a fundamental technique for producing fine chemicals that can be applied to electronic devices. We demonstrate a sustainable method to synthesize allyl ethers from allyl alcohol with various alcohols up to a 91% yield, with water as the sole by-product. In this reaction, the active catalyst is gradually generated as the reaction proceeds through the simple mixing of TiO2 and MoO3. The dispersion of MoO3 on the spent catalyst has been observed by XRD, HAADF-STEM, and STEM-EDS mapping. This catalyst shows excellent catalytic activity by virtue of the highly dispersed nature of MoO3 supported on TiO2, which is reusable at least five times. According to a mechanistic study including the measurement of XPS of MoO3 on TiO2 and control experiments using SiO2 and Al2O3 supports, the suitable reducibility of MoO3 to coordinate the allyl moiety on TiO2 seems to be a key factor for high-yielding syntheses of various allyl ethers even under heterogeneous reaction conditions. The reaction mechanism is considered to be as follows: σ-allyl species are formed from dehydration of the allyl alcohol, followed by a nucleophilic attack by another alcohol against the σ-allyl carbon to give allyl ethers. The developed catalytic system should be suitable for easily handled syntheses of allyl ethers due to the employment of commercially available MoO3 and TiO2 with halide- and organic solvent-free reaction conditions.
