Search results for "Condensation reaction"
showing 10 items of 84 documents
Macrocyclic hexaureas: synthesis, conformation, and anion binding.
2009
Varied flexibility: Cyclic oligoureas are formed by using anions as templates. Linking of six xanthene and/or diphenyl ether fragments by urea groups leads to the formation of five macrocyclic compounds with a 48-membered ring with variable flexibility (see picture). Their interaction with anions shows a strong influence of acetate and chloride ions on the cyclization from four precursor molecules. Five macrocylic compounds XXXXXX, XXDXXD, XDXDXD, XDDXDD, and DDDDDD with 48-membered rings, in which six xanthene and/or diphenyl ether fragments are linked through six urea (-NH-C(O)-NH-) groups, have been synthesized. In the cyclization step, a linear diamine was allowed to react with the appr…
Monitoring a Mechanochemical Reaction Reveals the Formation of a New ACC Defect Variant Containing the HCO 3 – Anion Encapsulated by an Amorphous Mat…
2020
Crystal growth & design 20(10), 6831 - 6846 (2020). doi:10.1021/acs.cgd.0c00912
Versatile Responsive Surfaces via Hybrid Polymers Containing Acetal Side Groups
2009
Two hybrid polymers, poly(methylsilsesquioxane)-poly(2,2-diethoxyethyl acrylate) and poly-(methylsilsesquioxane)-poly(1,3-dioxolan-2-ylmethyl acrylate), were synthesized and used for preparation of stable surface coatings. Their acetal side groups could be functionalized via solution-dipping with different primary amines and hydroxylamines after acidic deprotection and thus allowed for flexible modification of the surface hydrophilicity. Functionalization with a thermo-responsive polymer resulted in a thermo-responsive surface with temperature-dependent contact angles. Further, the two types of acetals showed different stability toward acidic treatment and could be addressed independently.
Der (2-Phenyl-2-trimethylsilyl)ethyl-(PTMSE)-Ester – eine neutral spaltbare Carboxyschutzgruppe/The (2-Phenyl-2-trimethylsiylyl)ethyl (PTMSE) Ester –…
2002
(2-Phenyl-2-trimethylsilyl)ethyl (PTMSE) esters of aminoacids and peptides are stable under the conditions of hydrogenolytic cleavage of benzoxycarbonyl(Z) and benzyl ester groups, base-induced removal of Fmoc groups, palladium(0)-catalyzed removal of allyloxycarbonyl (Aloc) and even acidolytic cleavage of Boc groups. PTMSE esters are also stable under the conditions of peptide condensation reactions. The PTMSE ester is selectively cleaved by treatment with tetrabutylammonium fluoride (TBAF) trihydrate in dichloromethane, i. e. under almost neutral conditions, within a few minutes and, therefore, considered a valuable novel carboxy protecting group.
Long-chain branched ROMP polymers
2009
This article describes the construction of branched ROMP-polymer architectures via polycondensation of ABn-type macromonomers. For this convergent strategy, a polymer was synthesized that carries several hydroxyl-groups along the polymer chain and one carboxylic acid group at the chain end. An esterification reaction between these functional groups yielded long-chain branched polymers. The polymers were analyzed by NMR and SEC to monitor the condensation reaction. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2009
Synthesis of peptides with α,β‐dehydroamino acids, I. synthesis of N‐benzyloxycarbonyl and N‐trifluoroacetyl dipeptides of dehydroalanine and dehydro…
1984
Condensation of amides of N-(benzyloxycarbonyl)- and N-(trifluoroacetyl)amino acid with pyruvic and phenylpyruvic acid yields, in the presence of p-toluenesulfonic acid as a catalyst, N-(benzyloxycarbonyl)- and N-(trifluoroacetyl)dehydro dipeptides with C-terminal Δ Ala and ΔPhe, respectively (Table 2 and 3). Synthese von Peptiden mit α,β-Dehydroaminosauren, I. - Synthese von N-(Benzyloxycarbonyl)-und N-(Trifluoracetyl) dipeptiden von Dehydroalanin und Dehydrophenylalanin Die Kondensation von Nα-(Benzyloxycarbonyl)- und Nα-(Trifluoracetyl)aminosaureamiden mit Brenztrauben- und Phenylbrenztraubensaure in Gegenwart von p-Toluolsulfonsaure als Katalysator fuhrt zu N-(Benzyloxycarbonyl)- und N-…
A three-component Mannich-type condensation leading to phosphinic dipeptides—extended transition state analogue inhibitors of aminopeptidases
2011
Abstract N-Protected α-aminoalkylphosphinic acids bearing a P–H function were found to be novel practical building blocks in three-component condensations with formaldehyde and secondary amines (amino acids). Such Mannich-type N -phosphonomethylation is a common approach for phosphorus acid derived substrates and leads to multifunctional (phosphonic/amino/carboxylic) compounds of diverse relevance. The utility of this reaction was examined for construction, in a single synthetic step, of advanced phosphinic pseudodipeptides designed to act as extended transition state analogue inhibitors of selected aminopeptidases. Phosphinomethylation of primary amino acids was less efficient and yielded …
Selektive enzymatische Schutzgruppenabspaltungen: Der n-Heptylester als Carboxylschutzgruppe in der Peptidsynthese
1991
Selective Enzymatic Removal of Protecting Groups: n-Heptyl Esters as Carboxy Protecting Functions in Peptide Synthesis Amino acid heptyl (Hep) esters are accessible as generally crystalline hydro tosylates 3 from the amino acids by azeotropic esterification with 1-heptanol in high yields. They can be condensed with Z-, Boc-, and Aloc-protected amino acids to give the dipeptides 7–9 in the presence of 1-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ). From the fully protected dipeptides the N-terminal protecting groups are cleaved by chemical methods without affecting the Hep esters. On the other hand, the heptyl esters can be hydrolyzed under mild conditions (pH = 7.0, 37°C) and with hi…
Synthesis of 1,3,5-Trisubstituted Hydantoins by Regiospecific Domino Condensation/Aza-Michael/O→N Acyl Migration of Carbodiimides with Activated α,β-…
2005
[reaction: see text] Carbodiimides and suitably activated alpha,beta-unsaturated carboxylic acids react effectively to afford a vast array of 1,3,5-trisubstituted hydantoins by means of a regiospecific domino condensation/aza-Michael/N--O acyl migration. The reaction works well in very mild conditions (20 degrees C, dichloromethane) with fumaric acid derivatives bearing an electron-withdrawing group in the beta position. Good results have been obtained also with less activated substrates bearing only one electron-withdrawing group in the beta position, using more polar solvents (acetonitrile, DMF), and in the presence of a base (2,4,6-trimethylpyridine). Reactions with asymmetric carbodiimi…
Calix[4]arenes with resorcinol units incorporated in 2,6-position
1990
Abstract Calix[4]arenes containing one or two resorcinol units incorporated via their 2,6-positions were prepared by fragment condensation. Due to the cyclic array of intramolecular hydrogen bonds these molecules assume the cone-conformation.