Synonym: | 9-Fmoc-Aminoxanthen-3-yloxy-polystyrene resin |
Cross Linker (DVB): | 1% |
Particle Size (mesh): | 200-400 |
Loading (mmol/g): | 0.2-0.8 |
In 1987, Sieber [1] described the preparation of the xanthenyl linker (Sieber linker) allowing the synthesis of amidesunder very mild cleavage conditions (TFA/DCE/EDT (2:98:0.1)). Sieber resin is an excellent support for the synthesis of protected peptide amides and carboxamides. The resin was used in preparation of amides [2], cyanobiaryls [3] and glycopeptides [4,5]. Carboxylic acids can be coupled to deprotected Sieber resin under standard conditions [6,7]. Cleavage is effected by 1% TFA. References [1] P. Sieber, Tetrahedron Lett. 1987, 28, 2107 [2] T. Srinivasan, et al., Bioorg. Med. Chem. Lett. 2002, 12, 2803 [3] N. D. Hone, et al., Tetrahedron Lett., 2001, 42, 1115 [4] Y. Nakahara, et al., Tetrahedron Lett., 2000, 41, 6489 [5] Y. Nakahara, et al., Biosci. Biotechnol. Biochem., 2001, 65, 1358 [6] R. Knorr,et al., Tetrahedron Lett., 1989, 30, 1927 [7] J. M. Matsoukas, et al., J. Med. Chem. 1996, 39, 3585 |