期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 74, 期 5, 页码 2183-2185出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo802583t
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资金
- NHGRI NIH HHS [U54 HG003916, U54HG03916] Funding Source: Medline
- NIDA NIH HHS [R01 DA031370] Funding Source: Medline
- NIGMS NIH HHS [P41 GM081261, P41 GM079590-01, 1P41GM081261, P41 GM079590, 1P41GM079590] Funding Source: Medline
A promising method for the high-throughput synthesis of linear C-hydroxyalkylamido peptidomimetics and beta-turn cyclic peptidomimetics via volatilizable aminoalkyl functionalized silica gels is presented. Boc amino acids and carboxylic acids were coupled on functionalized aminoalkyl silica gels using a standard DIC/HOBt coupling protocol. After peptide synthesis, the resin bound peptide was cleaved using a two-step process to obtain the linear C-hydroxyalkylamido peptidomimetics. beta-Turn cyclic peptidomimetics were generated by intramolecular SNAr cyclization in an aqueous solution. Both the linear and the cyclic peptidomimetics were obtained with good to excellent yields and purities through a one-pot reaction.
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