Oxime Resin
(100-200 mesh, 1.0-1.5 mmol/g)

           
Product Catalog # SizePrice (USD) Quantity
$233.00
$397.00
$1,025.00
$3,588.00
Synonym: 4-Nitro Benzophenone Oxime Resin
Cross Linker (DVB): 1%
Particle Size (mesh): 100-200
Loading (mmol/g): 1.0-1.5
Oxime resins have been used for the synthesis of carboxylic acid derivatives by nucleolytic cleavage [1,2]. Carboxylic acids can be attached to the resin using DCC method. As the oxime linkage is not completely stable to TFA, the use of 25% TFA in DCM is recommended for removal of Boc groups. Caboxamides [3,4], esters [1,2], and enantiopure hydroxamic acids [5] have been synthesized with the resin and using hydrazine and amines, amino acid esters, and hydroxylamine, respectively, as cleavage agents. N-Methyloctadepsipeptides attached to the resin were cyclized by heating them in refuxing ethyl acetate for 2 days to give cyclodepsipeptide PF1022A analogues [6].
References
[1] W. F. DeGrado & E. T. Kaiser, J. Org. Chem., 1980, 45, 1295
[2] W. F. DeGrado & E. T. Kaiser, J. Org. Chem., 1982, 47, 3258
[3] N. Vyer, et al., Tetrahedron Lett., 1994, 35, 355
[4] W. C. Lumma, et al., J. Med. Chem., 1998, 41, 1011
[5] E. Thouin & W. D. Lubell, Tetrahedron Lett., 2000, 41, 457
[6] B. H. Lee, et al., Bioorg. Med. Chem. Lett., 2002, 12, 353