75281-80-0Relevant academic research and scientific papers
Asymmetric Induction by a Nitrogen14N/15N Isotopomer in Conjunction with Asymmetric Autocatalysis
Matsumoto, Arimasa,Ozaki, Hanae,Harada, Shunya,Tada, Kyohei,Ayugase, Tomohiro,Ozawa, Hitomi,Kawasaki, Tsuneomi,Soai, Kenso
supporting information, p. 15246 - 15249 (2016/12/03)
Chirality arising from isotope substitution, especially with atoms heavier than the hydrogen isotopes, is usually not considered a source of chirality in a chemical reaction. An N2,N2,N3,N3-tetramethyl-2,3-butan
PROCESS FOR PREPARING PAN-CDK INHIBITORS OF THE FORMULA (I), AND INTERMEDIATES IN THE PREPARATION
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Paragraph 0179-0186, (2013/09/26)
The invention relates to a novel process for the preparation of pan-CDK inhibitors of the formula (I), and intermediates of the preparation.
Hydroxylated analogues of the orally active broad spectrum antifungal, Sch 51048 (1), and the discovery of posaconazole [Sch 56592; 2 or (S,S)-5]
Bennett, Frank,Saksena, Anil K.,Lovey, Raymond G.,Liu, Yi-Tsung,Patel, Naginbhai M.,Pinto, Patrick,Pike, Russel,Jao, Edwin,Girijavallabhan, Viyyoor M.,Ganguly, Ashit K.,Loebenberg, David,Wang, Haiyan,Cacciapuoti, Anthony,Moss, Eugene,Menzel, Fred,Hare, Roberta S.,Nomeir, Amin
, p. 186 - 190 (2007/10/03)
As part of a detailed study, the syntheses, biological activities, and pharmacokinetic properties of hydroxylated analogues of the previously described broad spectrum antifungal agents, Sch 51048 (1), Sch 50001 (3), and Sch 50002 (4), are described. Based on an overall superior profile, one of the alcohols, Sch 56592 (2), was selected for clinical studies.
Convenient preparation of cyclic acetals, using diols, TMS-source, and a catalytic amount of TMSOTf
Kurihara, Masaaki,Hakamata, Wataru
, p. 3413 - 3415 (2007/10/03)
With use of diol, alkoxysilane, and a catalytic amount of trimethylsilyl trifluoromethanesulfonate (TMSOTf), carbonyl compounds are converted to acetals in good yields under mild conditions. This procedure, which was carried out without synthesizing the silylated diols, is a more convenient adaptation of Noyori's method. This acetalization applies to not only simple but also conjugated carbonyl compounds. Moreover, various TMS compounds, including solid supported compounds, are effective for this method instead of alkoxylsilane.
Mechanism of Chiral Lewis Acid Mediated Enantiotopic Group-Selective Ring Cleavage of Cyclic Acetals Derived from meso-1,2-Diols
Harada, Toshiro,Nakamura, Tomohito,Kinugasa, Motoharu,Oku, Akira
, p. 7594 - 7600 (2007/10/03)
Diastereoselectivity and enantioselectivity of chiral oxazaborolidine-mediated ring-cleavage reactions of meso-2,4,5-trisubstituted 1,3-dioxolane acetals with a trimethylsilyl ketene acetal were investigated in detail and discussed in terms of a mechanism involving a contact ion pair as a product-forming intermediate. Both diastereomeric 2-phenyl derivatives syn- and anti-11a gave the same ring-cleavage product 13a. However, the reaction of 2-phenylethynyl derivatives syn- and anti-11b proceeded almost stereospecifically, giving rise to 13b and 14b, respectively. In all of the reactions, isomerization of diastereomeric acetals was not observed. On the basis of these results, it was deduced that the dissociation of a Lewis acid-acetal complex is the rate-determining step, and the resulting ion pair intermediate undergoes either isomerization to a diastereomeric acetal or attack by a nucleophile depending on the structure of the acetal. The possible enantioselection at the product-forming step was ruled out. It was proposed that the observed enantioselectivity is determined by enantiodifferentiating coordination of the acetal oxygen atom by the chiral Lewis acid.
BORON FLUORIDE PROMOTED CLEAVAGE OF ACETALS BY ORGANOCOPPER REAGENTS. APPLICATION TO ASYMMETRIC SYNTHESIS
Normant, J. F.,Alexakis, A.,Ghribi, A.,Mangeney, P.
, p. 507 - 516 (2007/10/02)
In the presence of BF3*Et2O, organocopper and cuprate reagents promote the substitution of one alkoxy group of an acetal.Under the same conditions, alkoxy tetrahydropyrans react selectively, by ring cleavage.Chiral cyclic acetals, having a C2 axis of symmetry are diastereoselectively cleaved.The method serves to synthesize chiral secondary alcohols, after the removal of the chiral auxiliary.
Stereospecificity of Enzymatic Dehydrogenation during Tiglate Biosynthesis
Hill, Richard K.,Rhee, Sung-Whi,Leete, Edward,McGaw, Brian A.
, p. 7344 - 7348 (2007/10/02)
(2RS,3S,4S)-Isoleucine has been prepared by stereospecific synthesis, using LiAl reduction of optically pure 2-butene oxide to introduce tritium stereospecifically at the prochiral methylene group of 2-butanol.The tritiated alcohol was c
