63296-56-0Relevant academic research and scientific papers
Application of 3'-hydroxyitraconazole
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Paragraph 0109; 0110; 0111, (2016/10/09)
The invention discloses an application of 3'-hydroxyitraconazole, and in particular discloses an application of the 3'-hydroxyitraconazole in preparation of a medicine for reducing mTOR signal transduction activity. The 3'-hydroxyitraconazole can reduce the mTOR signal transduction activity, and can be used for treating or preventing cell proliferation diseases, treating and preventing cancers, preventing or regulating cancer cells and cancer metastasis, and treating or preventing rheumatoid arthritis, retinopathy, maculopathy, skin diseases and lupus erythematosus.
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.
Iterative synthesis of deoxypropionate units: The inductor effect in acyclic conformation design
Hanessian, Stephen,Chahal, Navjot,Giroux, Simon
, p. 7403 - 7411 (2007/10/03)
Conjugate addition of lithium dimethylcuprate to acyclic α,β-unsaturated esters of varying lengths bearing terminal alkyl or phenyl groups leads to a preponderance of syn 1,3-adducts when one methyl is already present. Conversion to enoates, and iteration of cuprate additions also favors syn adducts to give contiguous deoxypropionate units in a growing chain. The effect of end-group variation (Me, i-Pr, phenyl, tert-butyl) in conjunction with the nature of the ester group (Me, tert-butyl, etc.) on the diastereoselectivity of syn and anti products was studied. The results are rationalized in terms of inductor effects related to the minimization of the 1,5-pentane interactions in energetically favored folded conformations and corroborated by homodecoupling NMR studies.
Acyclic stereoselection in the tertiary amine-catalysed addition of activated vinyl systems (Baylis-Hillman reaction) to protected chiral α-hydroxy and α-amino aldehydes
Manickum, Thavrin,Ross, Gregory H. P.
, p. 1 - 16 (2007/10/03)
The non chelation-controlled aldol-type addition of the ambident vinyl α anions derived from acrylic esters and methyl vinyl ketone to a series of protected chiral α-hydroxy and α-amino aldehydes has been investigated in order to assess some of the factors which contribute to the control of the diastereofacial selectivity.Whlist the α-methylene-β,γ-disubstituted carbonyl products showed a general preference for selectivity, some examples of syn predominance were made possible via a 'substituent tuning'approach.The observed diastereomer ratios have been interpreted in terms of the Felkin model and the Anh-Eisenstein proposals for 1,2-asymmetric induction.Simple steric effects appear to be as important as ?-orbital energies in the designation of the large 'anti group' for the application of these transition-state interpretations.Attempts to improve the overall induction via double diastereoselection approach, which combines the 1,5-induction of chiral acrylates with the 1,2-induction already present, were largely inconclusive.Methods for the routine NMR assignment of the relevant stereo-substructures have been assessed and the use of novel complementary technique is described.
THE ESTER ENOLATE CLAISEN REARRANGEMENT. SYNTHESIS OF A C(1)-C(6) ERYTHRONOLIDE FRAGMENT
Burke, Steven D.,Schoenen, Frank J.,Murtiashaw, Charles W.
, p. 449 - 452 (2007/10/02)
An enantioselective route to the C(1)-C(6) erythronolide unit 10 is described, involving the dioxanone-to-dihydropyran enolate Claisen rearrangement (78), regio- and stereoselective hydroboration to give 9a, and reductive fragmentation of the heterocyc
High Diastereoface Selection in an Ester Enolate Addition to α-Alkoxy Aldehydes: Stereoselective Synthesis of α-Methylene-β-hydroxy-γ-alkoxy Esters
Banfi, Luca,Bernardi, Anna,Colombo, Lino,Gennari, Cesare,Scolastico, Carlo
, p. 3784 - 3790 (2007/10/02)
The aldol-type condensation of β-(dimethylamino)propionates 3 and 4 with a series of α-alkoxy aldehydes proceeds with unprecedented high stereoselectivity (up to 24:1) to give anti α-methylene-β-hydroxy-γ-alkoxy esters.The best results were obtained when the reaction was carried out in diethyl ether and the ester enolate was allowed to equilibrate to the thermodynamically more stable geometric isomer.
Stereoselective Synthesis of α-Methylene-β-hydroxy-γ-alkoxy Esters from α-Alkoxy Aldehydes
Banfi, Luca,Colombo, Lino,Gennari, Cesare,Scolastico, Carlo
, p. 1112 - 1113 (2007/10/02)
The Reformatsky-type condensation between methyl and t-butyl 3-(N,N-dimethylamino)propionates (9) and (10) with α-alkoxy aldehydes, which has been studied on varying the protective group of the aldehyde, proceeds with good diastereoselectivity.
THE STEREOSPECIFIC SYNTHESIS OF (S)-2-2H3>METHYL-2-METHYLBUTANOL. CHARACTERISATION OF THE (R) AND (S) ENANTIOMERS OF THE RACEMIC 2H3>ALCOHOL BY 2H-NMR IN THE PRESENCE OF A CHIRAL SHIFT REAGENT.
Harrison, David M.,Quinn, Philip
, p. 831 - 834 (2007/10/02)
The synthesis of the title compound is described.Assigment have been made in the 2H-NMR spectrum for the 2H3>methyl resonances of racemic 2-2H3>methyl-2-methylbutanol which were rendered anisochronous by the presence of tris(3-heptafluorobutyryl-d-camphorato)europium(III).
