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> Oxime Resin
Oxime Resin
(4-Nitro Benzophenone Oxime Resin)
|
Catalog # |
Cross Linker (DVB) |
Particle Size
(mesh) |
Loading
(mmol/g) |
Price (US $) |
10 g |
25 g |
100 g |
500g |
151501
151502
151503
151504 |
1%
1%
1%
1% |
100-200
200-400
100-200
200-400 |
0.3-0.8
0.3-0.8
0.8-1.5
0.8-1.5 |
174.00
174.00
179.00
179.00 |
288.00
288.00
305.00
305.00 |
758.00
758.00
788.00
788.00 |
2,675.00
2,675.00
2,820.00
2,820.00 |
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 |
