Search results for "ACYLATION"
showing 10 items of 87 documents
A concise route to MK-4482 (EIDD-2801) from cytidine.
2020
A two-step route to MK-4482 (EIDD-2801, 1) was developed consisting of an esterification and hydroxamination of cytidine. The selective acylation and direct amination eliminate the need for protecting and activating groups and proceed in overall yield of 75%, a significant advancement over the reported yield of 17%. The step count is reduced from five transformations to two, and expensive uridine is replaced with the more available cytidine.
A Short and Improved Synthesis of the Antiprotozoal Abietane Diterpenoid (–)-Sugikurojin A
2016
An efficient and straightforward semisynthesis of the antiprotozoal abietane diterpenoid (–)-sugikurojin A, starting from the readily available methyl ester of callitrisic acid (4-epi-dehydroabietic acid) isolated from sandarac resin, is reported. This optimized semisynthetic route provides a convenient source of the antiprotozoal compound, in four steps from methyl callitrisate in 50% overall yield, for further biological studies.
Biallelic variants in LARS2 and KARS cause deafness and (ovario)leukodystrophy
2019
Supplemental Digital Content is available in the text.
Enantiospecific Brook Rearrangement of Tertiary Benzylic α-Hydroxysilanes
2018
The Brook rearrangement of simple, chiral tertiary benzylic -hydroxysilanes is presented. The rearrangement followed by proton trapping is enantiospecific and proceeds with inversion of the configuration at the carbon center. Importantly, the [1,2]-Brook rearrangement can be followed by trapping of methyl or allyl electrophiles even in the protic environment, although with minimal retention of chirality.
Selective derivatisation of resorcarenes. Part 5. Acylation of tetrabenzoxazine derivatives
2000
The reaction of the tetrabenzoxazines 2 with acetic anhydride under mild conditions leads selectively and exclusively to the tetraamides 3 in which the oxazine rings are opened; their structure was deduced from their 1H NMR spectra and confirmed for one example by an X-ray single crystal structure analysis; acylation of the hydroxy groups was not observed.
Analgetische Wirkstoffe, 11. Mitt. Diacylderivate des Butyroguanamins
1986
Reaktionen von elektronenreichen Heterocyclen mit Orthocarbonsäure-Derivaten, 9. Acylierungsreaktionen von Indol und Methylindolen mit Dialkoxycarben…
1986
Indol und einige Methylderivate 1 lassen sich unter milden Bedingungen mit den Dialkoxycarbenium-tetrafluoroboraten 2 in meist guten Ausbeuten regioselektive acylieren. Mit dem Formylkation-Aquivalent 2a′ werden mit uberschussigem 1 auch die Bisindolycarbenium-tetrafluoroborate 13a – d erhalten. Reactions of Electron-rich Heterocycles with Orthocarboxylic Acid Derivatives, 9. – Acylation of Indole and Methylindoles with Dialkoxycarbenium Tetrafluoroborates Indole and some methylindoles 1 were acylated regioselectively with dialkoxycarbenium tetrafluoroborates 2 under mild conditions. The formyl cation equivalent 2a′ reacts with excess of indoles 1 to give the bisindolylcarbenium tetrafluoro…
ChemInform Abstract: New Electrophilic Reactions of 2,2′-Bisindolyls with Acid Chlorides and Carbodienophiles.
2010
Some new acylation and cyclization reactions of 2,2′-bisindolyls 1, 2 are described. The product patterns constitute acyl derivatives 3, 4, 5 and an aldehyde 7, indolo[2,3-a]carbazoles 6, 14, 17, 19, 20 and cyclopentadiindoles 22 and 24. In the reaction with aryne or diazotated anthranilic acid, a 3-benzoylindole derivative 9 and phenylindolyl azo dye 10 are formed. N-methylmaleimide reacts with 2,2′-bisindolyl 2 via Michael type addition, dehydrogenation and cyclization to several functionalized or anellated indole derivatives 11, 12, 13 and 14, respectively.
Derivatisation of Pyrogallarenes
2005
Derivatisation of upper-rim hydroxy groups of pyrogallarenes produced completely acylated and tosylated pyrogallarene derivatives. Mesitylation of pyrogallarene, however, resulted in a regioselective derivatisation of hydroxy groups, i.e. eight OH groups out of 12 were mesitylated. Crystal structures of the synthesised pyrogallarene derivatives indicate that completely substituted pyrogallarenes exist in a distorted crown conformation despite of the lack of stabilising intramolecular hydrogen bonds. In contrast, the partially substituted pyrogallarene adopts a boat conformation and has an open cavity for the inclusion of small guest molecules. © Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinh…
Die Synthese vono-Acylamino-β-dimethylamino-propiophenonen. 4. Mitt.: Synthese der primären Mannich-Basen
1972
Das durch Umsetzung von 2-Acetamino-β-dimethylamino-propiophenon (IVb) mit Dibenzylamin darstellbare 2-Acetamino-β-dibenzylamino-propiophenon (XXVII) kann hydrogenolytisch mit tels Palladium-Aktivkohle in die entsprechende, nur am aromatischen Stickstoff acetylierte primare Mannich-Base ubergefuhrt werden. In analoger Weise sind auch in 5-Stellung substituierte Derivate des 2-Acetamino-β-amino-propiophenons (XXVIII) zuganglich. Synthesis of 2-Acylamino-β-amino-propiophenones 2-Acetamino-β-dibenzylamino-propiophenone (XXVII) and its derivatives, substituted in 5-position, can be synthetized by reaction of 2-acetamino-β-dimethylamino-propiophenone (IVb) with dibenzylamine. By hydrogenolysis i…