期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 73, 期 19, 页码 7593-7602出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo8012258
关键词
-
资金
- NSF [CHE-0411831]
A strategy for the solid-phase diversification of PPII mimic scaffolds through guanidinylation is presented. The approach involves the synthesis N-Pinc-N'-alkyl thioureas as diversification reagents. Analogues of Fmoc-Orn(Mtt)-OH can be incorporated into a growing peptide chain on Wang resin. Side chain deprotection with 1% TFA/CH(2)Cl(2) followed by EDCI-mediated reaction of N-Pmc-N'-alkyl thioureas with the side chain amine affords arginine analogues with modified guanidine head groups. The scope, limitations, and incidental chemistry are discussed.
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