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Alkylation due to Carbenium Ion Formation during Acidolysis

FIGURE 3.7 Potential sites of alkylation during acidolysis of protected functional groups.11-13 Protonated groups are not alkylated. [Pg.72]

S Guttmann, RA Boissonnas. Synthesis of benzyl V-acetyl-L-seryl-L-tyrosyl-L-seryl-L-methionyl-y-glutamate and related peptides, (side-chain alkylation) Helv ChimActa 41, 1852, 1958. [Pg.73]

P Sieber, B Riniker, M Brugger, B Kamber, W Rittel. 255. Human Calcitonin. VI. The synthesis of calcitonin M. (side-chain alkylation) Helv ChimActa 53, 2135, 1970. [Pg.73]

DS King, CG Fields, GB Fields. A cleavage method which minimizes side reactions following Fmoc solid phase peptide synthesis. Ini J Pept Prot Res 36, 255, 1990. [Pg.73]


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Acidolysis

Alkyl carbenium ions

Alkyl formation

Carbenium

Carbenium ions

Formate ion

Ion formation

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