Removal of benzhydryl-glycolamide (OBg) group with tetrabutylammonium fluoride
Tetrabutylammonium fluoride (TBAF) in acetonitrile (MeCN) or in N, N- dimethylformamide (DMF) is an alternative to the potassium carbonate hydrolysis in a mixture of DMF and water for the removal of N- Benzhydrylglycolamide esters (OBg) in the solution synthesis of peptide.
Synthesis and characterization of N-alkyl hydroxyacetamides
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Zamudio Rivera, Luis S.,Carrillo, Lourdes,Mancilla, Teresa
p. 84 - 88
(2007/10/03)
N-BENZHYDRYL-GLYCOLAMIDE ESTERS (OBg ESTERS) AS CARBOXYL PROTECTING GROUPS IN PEPTIDE SYNTHESIS
N-benzhydryl-glycolamide esters (OBg esters) of various N-protected amino acids have been synthesized.In order to demonstrate their usefulness in peptide chemistry, the syntheses of For-Met-Leu-Phe-OH (chemiotactic peptide) and Pro-Leu-Gly-NH2 (MIF) have been carried out.OBg esters are compatible with commonly used protecting groups and are cleanly and selectively removed in mild alkaline conditions without any side reaction, except for β-benzyl aspartyl containing sequences.
Amblard, Muriel,Rodriguez, Marc,Martinez, Jean
p. 5101 - 5108
(2007/10/02)
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