Solid-phase parallel synthesis of substituted dihydroimidazolylbutyl dihydroimidazol-3-ium salts Article

Acharya, AN, Ostresh, JM, Houghten, RA. (2002). Solid-phase parallel synthesis of substituted dihydroimidazolylbutyl dihydroimidazol-3-ium salts . TETRAHEDRON LETTERS, 43(7), 1157-1160. 10.1016/S0040-4039(01)02385-1

cited authors

  • Acharya, AN; Ostresh, JM; Houghten, RA

authors

abstract

  • The solid-phase synthesis of pentasubstituted dihydroimidazolylbutyl dihydroimidazol-3-ium salts is described. Following reduction of Nα and Nε-diacylated dipeptide derived from resin-bound Nα-Fmoc-Nε-Boc-L-lysine, the resulting tetra-amine was selectively N-acylated at two positions with a carboxylic acid, with the N-acylation most likely occurring at the two internal amines. Treatment of this compound with POCl3 yielded the resin-bound pentasubstituted dihydroimidazolylbutyl dihydroimidazol-3-ium salt. The compounds were cleaved from the solid-support and extracted with 95% acetic acid in water. © 2002 Elsevier Science Ltd. All rights reserved.

publication date

  • February 11, 2002

published in

Digital Object Identifier (DOI)

start page

  • 1157

end page

  • 1160

volume

  • 43

issue

  • 7