Formation of N-protected bis-3,6-(4-aminoalkyl) -2,5,diketopiperazine

Formation of N-protected bis-3,6-(4-aminoalkyl) -2,5,diketopiperazine

FORMATION OF N-PROTECTED BIS-3,6-(4-AMINOALKYL) 2,5,DIKETOPIPERAZINE The disclosed embodiments detail improved methods for the synthesis of diketopiperazines from amino acids. In particular improved methods for the cyclocondensation and purification of N protected 3,6-(aminoalkyl)-2,5-diketopiperazi...

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Bibliographische Detailangaben
Hauptverfasser: FREEMAN, John J, STAMPER, Adrienne, HEITMANN, Melissa
Format: Patent
Sprache:eng
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ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY
CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
PERFORMING OPERATIONS
PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
THEIR RELEVANT APPARATUS
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Zusammenfassung:FORMATION OF N-PROTECTED BIS-3,6-(4-AMINOALKYL) 2,5,DIKETOPIPERAZINE The disclosed embodiments detail improved methods for the synthesis of diketopiperazines from amino acids. In particular improved methods for the cyclocondensation and purification of N protected 3,6-(aminoalkyl)-2,5-diketopiperazines from N-protected amino acids. Disclosed embodiments describe methods for the synthesis of 3,6-bis-[N-protected aminoalkyl]-2,5 diketopiperazine comprising heating a mixture of an amino acid in the presence of a catalyst in an organic solvent. The catalyst is selected from the group comprising sulfuric acid, phosphoric acid, p-toluenesulfonic acid, 1 -propylphosphonic acid cyclic anhydride, tributyl phosphate, phenyl phosphonic acid and phosphorous pentoxide among others. The solvent is selected from the group comprising: dimethylacetamide, N-methyl-2-pyrrolidone, diglyme, ethyl glyme, proglyme, ethyldiglyme, m-cresol, p-cresol, o-cresol, xylenes, ethylene glycol and phenol among others.