136458-56-5Relevant academic research and scientific papers
Copper-Catalyzed Oxyalkynylation of C-S Bonds in Thiiranes and Thiethanes with Hypervalent Iodine Reagents
Borrel, Julien,Pisella, Guillaume,Waser, Jerome
, p. 422 - 427 (2020)
We report the oxyalkynylation of thiiranes and thietanes using ethynylbenziodoxolone reagents (EBXs) to readily access functionalized building blocks bearing an alkynyl, a benzoate, and an iodide group. The reaction proceeds with high atom efficiency most
Chemoenzymatic route to stereodefined 2-(azidophenyl)oxazolines for click chemistry
Monsen, Paige J.,Luzzio, Frederick A.
, (2021)
Aryl-substituted esters of a racemic diprotected 2-azido-1-alkanol were submitted to the Staudinger/aza-Wittig reaction in order to assess scope and establish conditions for their cyclization to the corresponding 2,4,5-trisubstituted oxazolines. Following
The synthesis of the 2, 3-difluorobutan-1, 4-diol diastereomers
Szpera, Robert,Kovalenko, Nadia,Natarajan, Kalaiselvi,Paillard, Nina,Linclau, Bruno
supporting information, p. 2883 - 2887 (2018/01/17)
The diastereoselective synthesis of fluorinated building blocks that contain chiral fluorine substituents is of interest. Here we describe optimisation efforts in the synthesis of anti-2, 3-difluorobutane-1, 4-diol, as well as the synthesis of the corresponding syn-diastereomer. Both targets were synthesised using an epoxide opening strategy.
Design, synthesis and X-ray crystallographic study of new nonsecosteroidal vitamin D receptor ligands
Demizu, Yosuke,Takahashi, Takeo,Kaneko, Fumiya,Sato, Yukiko,Okuda, Haruhiro,Ochiai, Eiji,Horie, Kyohei,Takagi, Ken-Ichiro,Kakuda, Shinji,Takimoto-Kamimura, Midori,Kurihara, Masaaki
scheme or table, p. 6104 - 6107 (2011/11/06)
We designed and synthesized nonsecosteroidal vitamin D receptor (VDR) ligands that formed H-bonds with six amino acid residues (Tyr143, Ser233, Arg270, Ser274, His301 and His393) of the VDR ligand-binding domain. The ligand YR335 exhibited potent transcriptional activity, which was comparable to those of 1α,25-dihydroxyvitamin D3 and YR301. The crystal structure of the complex formed between YR335 and the VDR ligand-binding domain was solved, which revealed that YR335 formed H-bonds with the six amino acid residues mentioned above.
Synthesis of 3,4-Ethylenedioxythiophene (EDOT) from (Z)-but-2-ene-1,4-diol or but-2-yne-1,4-diol
Hachiya, Iwao,Matsumoto, Tomohiro,Inagaki, Tatsuhiko,Takahashi, Atsushi,Shimizu, Makoto
experimental part, p. 449 - 460 (2011/04/24)
3,4-Ethylenedioxythiophene (EDOT) was synthesized from commercially available (Z)-but-2-ene-1,4-diol or but-2-yne-1,4-diol using epoxidation, etherification, and thiophene formation. The Japan Institute of Heterocyclic Chemistry.
Pentacoordinate organoaluminum chemistry: Catalytic efficiency of Me3Al in the epoxide cleavage with alkynyllithiums
Ooi,Kagoshima,Ichikawa,Maruoka
, p. 3328 - 3333 (2007/10/03)
A new and highly effective catalytic method for epoxide alkynylations has been developed that involves the chelation-controlled alkylation of heterosubstituted epoxides with Me3Al via pentacoordinate organoaluminum complexes by taking advantage of the exceedingly high affinity of aluminum to oxygen. For example, reaction of epoxy ether, (1-benzyloxy)-3-butene oxide (1), in toluene with PhC?CLi under the influence of catalytic Me3Al (10 mol%) proceeded smoothly at 0 °C for 5 h to furnish the alkynylation product, 1-(benzyloxy)-6-phenylhex-5-yn-3-ol, in 76% yield [cf. 3% without Me3Al catalyst; 78% with stoichiometric Me3Al under similar conditions]. This represents the first catalytic procedure for the amphiphilic alkylation of epoxides. The participation of pentacoordinate Me3Al complexes of epoxy ethers of type 1 is emphasized by comparing the reactivity with the corresponding simple epoxide, 5-phenyl-1-pentene oxide, which was not susceptible to nucleophile attack of PhC?CLi with catalytic Me3Al under similar conditions. The pentacoordinate complex formation of Me3Al with epoxy ether 1 is characterized by low-temperature 13C and 27Al NMR spectroscopy. This approach is also applicable to the selective alkynylation of tosyl aziridines with adjacent ether functionality, which provides a promising method for amino alcohol synthesis.
Novel vitamin E derivatives and process for the production thereof
-
, (2008/06/13)
The novel vitamin E derivative provides an excellent antihyperlipemic effect and is defined by the formula (I): STR1 wherein R represents a nicotinoyl group; and m is an integer of from 2 to 5 while n is an integer of from 3 to 6, provided that n is large
