Utilization of Microwave Technique for Cleavage of Acid-Labile Groups in Peptide Chemistry

Page: 365

J. Sebestika,b, J. Hlavaceka and I. Stiborb

aInstitute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic,bDepartment of Organic Chemistry, Institute of chemical Technology, Prague


We report on our findings concerning the microwave-assisted silica gel removal of Boc and t-Bu groups protecting ?-NH2 and COOH groups in amino acids and peptides, and also on selectivity of this deprotection to OH-protecting t-Bu groups. To obtain high conversions in deprotection, increased microwave doses and prolongation of the reaction time are required. As a consequence, relatively large amounts of side products were detected. The microwave radiation could possibly be utilized in deprotection of peptides when the trifluoroacetic acid cleavage and subsequent neutralization of the acid with a tertiary base have to be avoided.


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