Synonym: | 4-Benzyloxybenzyl Alcohol Resin |
Cross Linker (DVB): | 1% |
Particle Size (mesh): | 100-200 |
Loading (mmol/g): | 0.4-1.0 |
Wang resin is the most popular support for solid phase organic synthesis (SPOS) using Fmoc chemistry. As a standard support it can be used for the solid phase immobilization of acids [1,2] and phenols [3-5] for SPOS. The ester linkage may be achieved, which has good stability to a variety of reaction conditions, but can be readily removed with the moderate acid treatment, generally with trifluoroacetic acid [6]. For the immobilization of amines, Wang resin also can be readily converted into solid phase equivalents of standard urethane-based protecting groups by reaction with phosgene or activated carbonates, such as carbonyl diimidazole or bis(p-nitropnenyl)-carbonate [7]. References [1] S. S. Wang, J. Am. Chem. Soc., 1973, 95, 1328 [2] G. Lu, et al., J. Org. Chem., 1981, 46, 3433 [3] V. Krchnák, et al., Tetrahedron Lett., 1995, 36, 6193 [4] Y. Wang & S. R. Wilson, Tetrahedron Lett., 1997, 38, 4021 [5] A. Dahan, et al., Macromolecules, 2003, 36, 1034 [6] S. Kiselyov & R.W. Amstrong, Tetrahedron Lett., 1997, 38, 6163 [7] J. R. Hauske, et al., Tetrahedron Lett., 1995, 36, 1589 |