Abstract

The synthesis of the penta- N-protected polyamine thermopentamine {PA 3433, 1a, tert-butyl N-[13-allyl-16-( N′-phthalimido)-9-(pyridine-2-sulfonyl)-4-trimethylsilylethanesulfonyl-4,9,13-triazahexadec-1-yl]carbamate};, containing five independently removable N-protecting groups is described. These protecting groups include tert-butoxycarbonyl, trimethylsilylethanesulfonyl, pyridine-2-sulfonyl, allyl and phthalimido replaced with a trifluoroacetyl group for the deprotection of pyridine-2-sulfonyl group. The selective deprotection of each functional group has been investigated.

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