Search results for "stereochemistry"

showing 10 items of 4831 documents

Neue Diels-Alder-Reaktionen von 1-Methylpyrano[3,4-b]indol-3(9H)-on mit cyclischen CC-Dienophilen: ein einfacher Zugang zu [b]anellierten Carbazol-De…

1988

1-Methylpyrano[3,4-b]indol-3(9H)-on (1) reagiert als synthetisches Aquivalent von Indolo-2,3-chinodimethan mit Arin, p-Benzochinon und p-Naphthochinon zu neuen [b]anellierten Carbazol-Derivaten. Durch das Reaktionsmedium bedingt lassen sich bei der Cycloaddition von 1 mit Arin zugleich auch mononitrierte Carbazole isolieren. New Diels-Alder Reactions of 1-Methylpyrano[3,4-b]indol-3(9H)-one with Cyclic CC-Dienophiles: A Simple Way to [b]Annulated Carbazole Derivatives. 1-Methylpyrano[3,4-b]indol-3-(9H)-one (1) reacts as synthetic equivalent of indolo-2,3-quinodimethane with benzyne, p-benzoquinone, and p-naphthoquinone to give new [b]annulated carbazole derivatives. In the Diels-Alder reacti…

chemistry.chemical_classificationchemistry.chemical_compoundPolycyclic compoundchemistryCarbazoleStereochemistryOrganic ChemistryPhysical and Theoretical ChemistryAryneCycloadditionLactoneQuinoneLiebigs Annalen der Chemie
researchProduct

Efficient synthesis of novel pyrido[3,2-d]pyrimidine-2,4-diones

2003

Abstract A series of pyrido[3,2- d ]pyrimidine-2,4-diones 5a – g have been synthesized through conversion of 2,3-pyridinedicarboxylic anhydride 1 into half-ester 2 , subsequent Curtius rearrangement and further reaction with amino acids.

chemistry.chemical_classificationchemistry.chemical_compoundPyrimidinechemistryStereochemistryOrganic ChemistryDrug DiscoveryOrganic chemistryGeneral MedicineBiochemistryCurtius rearrangementAmino acidTetrahedron Letters
researchProduct

Mechanismus und Reaktionswege der Xanthenylierung an ambidenten nukleophilen Arzneistoffen

1986

Am Beispiel der ambidenten nukleophilen Arzneistoffe 4-Aminobenzolsulfonamid (3), Indometacin (7) und Phenylbutazon (10) werden Aralkylierungen mit dem SN1-aktiven Reagens Xanthydrol (1) vorgestellt. Mechanism and Reaction Path of the Xanthenylation of Ambident Nucleophilic Drugs The aralkylation of ambident nucleophilic drugs, e.g. 4-aminobenzenesulfonamide (3), indometacine (7) and phenylbutazone (10), with SN1-active xanthydrol (1) is described.

chemistry.chemical_classificationchemistry.chemical_compoundSN1 reactionNucleophileBicyclic moleculechemistryStereochemistryDrug DiscoveryPharmaceutical ScienceReaction pathXanthydrolSulfonamideArchiv der Pharmazie
researchProduct

Die Reaktion von 2-Halogenethoxycarbonyl-Verbindungen mit tertiären Phosphanen

1979

(2-Bromethoxycarbonyl)aminosauren 1, einschlieslich der Sarkosin-Derivate 13 und 15, reagieren mit Methyldiphenylphosphan zu den 2-Phosphonioethoxycarbonyl-Verbindungen, welche unter milden basischen Bedingungen zu den freien Aminoverbindungen gespalten werden. Die gleiche Schutzgruppenumwandlung gelingt an 2-Bromethoxycarbonyl-geschutzten Alkoholen 3. Phenolen 4 und den sekundaren Aminen 11 und 12 sowie an Aminosaure- und Peptid-(2-bromethylestern) nicht. In diesen Fallen bildet sich das Ethylen-1,2-bisphosphoniumsalz 6. Reaction of 2-Haloethoxycarbonyl Compounds with Tertiary Phosphanes (2-Bromoethoxycarbonyl)amino acids 1 including the sarcosine derivatives 13 and 15 react with methyldip…

chemistry.chemical_classificationchemistry.chemical_compoundSarcosinechemistryStereochemistryOrganic ChemistryPhenolsPhysical and Theoretical ChemistryFree aminoAmino acidLiebigs Annalen der Chemie
researchProduct

ChemInform Abstract: Carbohydrates as Chiral Templates: Diastereoselective Synthesis of N- Glycosyl-N-homoallylamines and β-Amino Acids from Imines.

2010

Complexing properties and chirality of carbohydrates were utilized in diastereoselective reactions of 0-pivaloylated N-galactosylimines with allylsilanes and -stannaries. With dyltrimethylsilane in the presence of SnCl4, imines 2 of aromatic and heteroaromatic aldehydes were converted to homdylamines 3, giving ratios of diastereomers higher than 7:1. No addition products derived from α-anomeric aromatic imines were formed. Aliphatic homdylamines 3 were synthesized by using allyltributylstannane in the presence of SnCl4. Both α- and β-anomeric aliphatic imines reacted with the allylstannane. They gave the same ratio of diastereomers and showed the same sense of asymmetric induction.

chemistry.chemical_classificationchemistry.chemical_compoundTemplatechemistryStereochemistryDiastereomerGlycosylGeneral MedicineChirality (chemistry)Asymmetric inductionAmino acidChemInform
researchProduct

β-(3,6,9-Trimethyl-9-xanthenyl)propionic acid

2007

The title compound, C19H20O3, was obtained, among other condensation products, from the reaction of meta-cresol and levulinic acid. The pyrane ring closure does not alter significantly the environment of the ethereal linkage in comparison with diaryl ethers. The deformations of the endocyclic valence angles in the benzene rings, centred on the C atoms substituted with alkyl groups, is greater than expected. The mol­ecular packing is influenced by O—H⋯O hydrogen bonds, leading to centrosymmetric dimers.

chemistry.chemical_classificationchemistry.chemical_compoundValence (chemistry)chemistryHydrogen bondStereochemistryLevulinic acidGeneral Materials ScienceGeneral ChemistryCondensed Matter PhysicsBenzeneMedicinal chemistryAlkylActa Crystallographica Section E Structure Reports Online
researchProduct

Ein Bindungsstellenmodell für H2-Antagonisten vom 4-Pyrimidinon-Typ

1985

In einer Reihe von 17 Histamin-H2-antagonistisch wirksamen 5-substituierten 4-Pyrimidinonen wird durch Berechnung von Wechselwirkungsenergien ein Modell fur die Rezeptorbindungsstelle des Substituenten am C-5 des Pyrimidinons vorgeschlagen. Als Bindungsstelle fungiert die Aminosaure Arginin. A Binding Site Model for H2-Receptor Antagonists of the 4-Pyrimidone Type Based on calculations of the energies of interaction for a series of seventeen 5-substituted 4-pyrimidones with H2-antagonistic activity, a receptor binding site model for substituents at C-5 of the pyrimidone ring is proposed. The binding site is modeled using the amino acid arginine.

chemistry.chemical_classificationchemistry.chemical_compoundchemistryArginineStereochemistryDrug DiscoveryPharmaceutical SciencePyrimidoneBinding siteReceptor binding siteAmino acidArchiv der Pharmazie
researchProduct

Structure elucidation of benzopyran-2-ol in solution and in solid state following the reduction of coumarin by DIBAL-H

2001

Lactols are compounds of increasing interest in the synthesis of active pharmaceutical derivatives. Nevertheless, the product obtained by the reduction of the carbonyl group of coumarin has been described only twice, and without definition of its precise chemical structure. Since these studies, doubts have been raised about the existence of a monomeric or dimeric form. Our study has led us to conclude definitely that the single dimeric form exists and to precisely define the spectral properties of the two diastereoisomers.

chemistry.chemical_classificationchemistry.chemical_compoundchemistryBicyclic moleculeLactolStereochemistryChemical structureAcetalDiastereomerGeneral ChemistryChemical synthesisLactoneBenzopyranComptes Rendus de l'Académie des Sciences - Series IIC - Chemistry
researchProduct

ChemInform Abstract: Studies on Bicyclo[3.3.1]nonanes for Synthesis of Cyclooctenes.

2010

This paper describes a full conformational and stereochemical study of bicylo[3.3.1]nonanes, obtained from the reaction between cinnamaldehyde and 1-morpholine 1-cyclohexene. NMR data and stereochemistry were unequivocally established and assigned by two-dimensional experiments and single-crystal X-ray analysis. The crystal structure of a minor compound, 4, is reported. Cyclooctenes, which are present in natural products with biological activities, were synthesized from the bicyclononanes via the Wharton fragmentation.

chemistry.chemical_classificationchemistry.chemical_compoundchemistryBicyclic moleculeStereochemistryGeneral MedicineCrystal structureBridged compoundsNmr dataCinnamaldehydeChemInform
researchProduct

Rearrangement of Germacranolides. Synthesis and Absolute Configuration of Elemane and Heliangolane Derivatives from Cnicin

2003

A study of the Cope rearrangement of 15-oxo-germacranolides to 15-oxo-elemanolides has been carried out. The synthesis of two natural elemanolides, isolated from Centaurea paui, and an efficent isomerization of the C-4/C-5 double bond of 15-oxo-germacranolides to form heliangolides are reported. The absolute configuration of all the compounds has been ascertained. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

chemistry.chemical_classificationchemistry.chemical_compoundchemistryDouble bondCentaurea pauiStereochemistryOrganic ChemistryAbsolute configurationPhysical and Theoretical ChemistryCnicinIsomerizationCope rearrangementEuropean Journal of Organic Chemistry
researchProduct