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Solid-phase synthesis of unnatural amino acids and peptides

Solid-phase synthesis of unnatural amino acids and peptides [Pg.189]

Deprotection of Fmoc-amino acid Wang resins under standard conditions yielded the polymer-bound amino acids 1. Condensation with 3,4-dichlorobenzaldehyde gave aldimines 2. Subsequent alkylation with electrophiles such as benzyl-, naphthyl- or allylbromide in the presence of 2-[(l,l-dimethylethyl)imino]- W,N-diethyl - 2,2,3,4,5,6- hexahydro-1,3-dimethyl-1,2,3-diazaphosphorin-2(lH)-amine (BEMP) gave the disubstituted aldimines 3. Transketalisation with hydroxylamine hydrochloride yielded the free amine 4 which was acylated and cleaved to give the final product 5 in good yields and purities. [Pg.190]

See other pages where Solid-phase synthesis of unnatural amino acids and peptides is mentioned: [Pg.519]    [Pg.601]   


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Acidic solids

Acids phase

Amino acid synthesis and

Amino acids and peptides

Amino acids peptide synthesis

Amino acids solid phase peptide synthesis

Amino acids, peptides

Amino unnatural

Peptide solid phase

Peptides acids

Peptides solid-phase peptide synthesis

Solid acid

Solid peptide synthesis

Solid peptides

Solid phase peptide synthesis

Solid-phase synthesi

Synthesis amino acids

Synthesis of peptides

Unnatural

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