ENTROPICALLY FAVORABLE MACROLACTAMIZATION. SYNTHESIS OF ISODITYROSINE PEPTIDE ANALOGUES BY TANDEM ERLENMEYER CONDENSATION-MACROLACTAMIZATION
ENTROPICALLY FAVORABLE MACROLACTAMIZATION. SYNTHESIS OF ISODITYROSINE PEPTIDE ANALOGUES BY TANDEM ERLENMEYER CONDENSATION-MACROLACTAMIZATION
复制标题
熵有利的大分子内酰胺化。
DOI:
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发表时间:
1999
期刊:
影响因子:
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通讯作者:
T. Molinski
中科院分区:
文献类型:
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作者:
K. Bailey;T. Molinski
Macrolactams containing a modified isodityrosine moiety were assembled by direct addition of a bis-4-aryliden-5(4H)-oxazolone, derived by double Erlenmeyer condensation of diaryl ether dicarboxaldehydes and an α,ω-diamine, derived from the same precursor. Tandem acylation of diamines with the bis-Erlenmeyer oxazolone gave macrolactams in yields of up to 30%. TECM demonstrates an entropically controlled 28-membered ring closure and allows rapid access to a variety of cyclic isodityrosine peptide analogues of the biologically active natural product bastadin-5.