Search results for "stereo"
showing 10 items of 6147 documents
Synthesis of 3-Oxa-guaianolides from Santonin
2000
Abstract This article reports on the transformation of santonin into two C10-epimeric 3-oxa-guaianolides which are 8-deoxyderivatives of several natural 3-oxaguaianolides isolated from Achillea species. The synthesis involved the photochemical rearrangement of the eudesmane skeleton into a guaiane skeleton and the transformation of the cyclopentane ring into a furan moiety with the concomitant loss of C3. Comparison of the NMR data of the synthetic products with those of the natural products confirms the β orientation of the hydroxyl group at C10 in the products isolated from Achillea.
Zur protonenkatalysierten Aralkylierung von 1,2,3-Trimethylindol und 1,2,3,4-Tetrahydrocarbazol mit Arylaldehyden
1987
1,2,3-Trimethylindol (2) liefert mit Benzaldehyden die Kondensationsprodukte 5 und 6, wahrend aus den NH-Indolen 1 und 3 die Verbindungen 7 und 8 entstehen. Proton-catalyzed Aralkylation of 1,2,3-Trimethylindole and 1,2,3,4-Tetrahydrocarbazole with Arylaldehydes Reaction of 1,2,3-trimethylindole (2) with benzaldehydes leads to the condensation compounds 5 and 6, the NH-indoles 1 and 3, however, give 7 and 8.
Aminosäureester als chirale Hilfsgruppen in Lewis-Säure-katalysierten Diels-Alder-Reaktionen
1990
Amino Acid Esters as Chiral Auxiliaries in Lewis Acid Catalyzed Diels-Alder Reactions Cyclopentadiene, cyclohexadiene and alkyl-substituted butadienes react with N-acryloyl-, N-crotonoyl- and N-(4-nitro-cinnamoyl)-(S)-proline benzyl and allyl ester in the presence of Lewis acids to give the cycloadducts in high yields and with stereoselectivities of up to 97:3 for the endo isomers. The sense of the asymmetric induction in these reactions can be directed by the use of differently coordinating catalysts (e.g. TiCl4: (2R):(2S) = 96:4; EtAlCl2: (2R):(2S) = 10:90 at 0°C). In the TiCl4-catalyzed reactions with the fumaric acid derivatives the ratio of the diastereomers reaches values of up to 112…
Untersuchungen zur Veränderung des Körperfettes von Ratten bei Fütterung von autoxydierten Sojaölen
1962
Bei Futterung von autoxydierten Sojaolen findet im Korperfett der Ratten einmal eine Zunahme des Gehaltes an Oxydationsprodukten ungesattigter Fettsauren infolge ihrer hohen Konzentration an Fett-Oxydationsprodukten (gleiche Wirkung wie ein Mangel an Vitamin E) und zum anderen eine Verminderung des Dien- und Triensaure-Spiegels auf Grund ihres geringen Gehaltes an Polyensauren (ahnlich einem Mangel an essentiellen Fettsauren) statt. Investigations to the Change of Body-Fat of Rats by Feeding with Autoxidized Soyabean Oils By feeding of autoxidized soyabean oils, as a result of their high content of fat-oxidation-products, an increase in the content of oxidation products of unsaturated fatty…
Cladosins L-O, new hybrid polyketides from the endophytic fungus Cladosporium sphaerospermum WBS017
2019
Abstract The endophytic fungus Cladosporium sphaerospermum WBS017 was obtained from healthy bulbs of Fritillaria unibracteata var. wabuensis. Fermentation of C. sphaerospermum on solid rice medium yielded three new hybrid polyketides, cladosins L−N (1–3), and a known derivative cladodionen (4). Further cultivation of this fungus on white bean medium afforded an additional new hybrid polyketide, cladosin O (5) along with three known analogues (6–8). The structures of the new compounds were elucidated using a combination of NMR and HRESIMS data. The absolute configurations of compounds 2 and 3 were determined by Mosher’s method and TDDFT-ECD calculations. All isolated compounds were evaluated…
Estimation of fibre orientation from digital images
2001
In this paper, estimation of fibre orientation is studied for fibre systems observable as a blurred greyscale image. The estimation method is based on scaled variograms observed along a set of sampling lines in different directions. The parameters of the orientation distribution are obtained numerically. Simulated data are used to study the statistical properties of the method.
New Fluorinated Peptidomimetics through Tandem Aza-Michael Addition to α-Trifluoromethyl Acrylamide Acceptors: Synthesis and Conformational Study in …
2009
A range of partially modified retro (PMR) psi[NHCH(2)] peptide mimetics containing a hydrolytically stable CH(2)CH(CF(3))CO unit have been synthesized. The first kind of peptidomimetics is obtained from the highly efficient aza-Michael addition of different amines to alpha-trifluoromethyl acrylamide acceptors. Subsequent deprotection of the amino group furnishes the key common intermediate for the synthesis of other families of peptidomimetics: dipeptides, tripeptides, peptidomimetics containing a urea moiety, and structures containing two units of alpha-trifluoromethyl-beta(2)-alanine. Finally, a conformational study of several of the newly synthesized peptidomimetics, performed with the a…
Characterization of sulfobetaine monomers by nuclear magnetic resonance spectroscopy: a note
1995
A set of zwitterionic monomers bearing the 3-ammoniopropanesulfonate moiety is analysed in CDCl3, CD3OD and D2O by one- and two-dimensional H-1 n.m.r. and C-13 n.m.r. spectroscopy. Absolute and relative positions of the n.m.r, signals are determined depending on the solvent used; the refined assignments of the signals in the vicinity of the ammonium group deviate from previously proposed assignments based on standard n.m.r, shift tables. Still, there is no convincing evidence for a special ring current effect due to a six-membered ring conformation of the betaine moiety.
Trehalose-hydroxyethylcellulose microspheres containing vancomycin for topical drug delivery.
2001
Abstract A new formulation, in which vancomycin is entrapped into trehalose and hydroxyethylcellulose (Natrosol ® ) spherical matrices, is described. Microspheres were produced by the solvent evaporation method. The entrapped drug was fully recovered following microspheres dissolution. Differential scanning calorimetry analyses proved that Natrosol maintains trehalose in its amorphous form. The stabilizing effects of trehalose on vancomycin were evaluated even after long storage and heating of microspheres. Calorimetric data indicated no decomposition of the entrapped drug. In vitro drug release, already performed by using a general two-compartment linear time-invariant open model, suggests…
Six-Step Gram Scale Synthesis of the HIV Integrase Inhibitor Dolutegravir Sodium
2021
A short and practical synthesis for preparing the active pharmaceutical ingredient dolutegravir sodium was investigated. The convergent strategy developed herein starts from 3-(R)-amino-1- butanol and builds up the BC ring system in 76% isolated yield over four steps. Ring A was constructed by a one-pot 1,4-addition to diethyl-(2E/Z)-2-(ethoxymethylidene)-3-oxobutandioate and subsequent MgBr2·OEt2-mediated regioselective cyclization. Amide formation with 2,4- difluorobenzylamine was either performed from the carboxylic acid or through aminolysis of the corresponding ester precursor. Final salt formation afforded dolutegravir sodium in 48–51% isolated yield (HPLC-purity: 99.7–99.9%) over six…