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Total Synthesis of Allene-Containing Cyclic Tetrapeptide Pseudoxylallemycin C
Synlett ( IF 1.7 ) Pub Date : 2020-10-05 , DOI: 10.1055/a-1282-6870
Margaret Brimble 1 , Alan Cameron 2 , Paul Harris 3 , Georgina Howard 2 , Casey Park 2
Affiliation  

The first total synthesis of the allene-containing cyclic tetrapeptide pseudoxylallemycin C is reported. The Tyr(t-Bu)-protected linear peptide was prepared on-resin and cyclized in solution phase to yield the protected cyclic precursor. Upon deprotection of Tyr(t-Bu), the desired phenolic cyclic tetrapeptide was separated by RP-HPLC from its epimer that also formed during the macrocyclisation step. Subsequent alkylation with 4-bromobuta-1,2-diene yielded pseudoxylallemycin C.

中文翻译:

含异戊烯的环四肽伪氧化乐乐霉素C的全合成

报道了含丙二烯的环状四肽假木糖精C的第一个全合成。Tyr(t-Bu)保护的线性肽是在树脂上制备的,并在溶液相中环化以生成受保护的环状前体。Tyr(t-Bu)脱保护后,所需的酚类环状四肽通过RP-HPLC从其差向异构体中分离出来,该差向异构体也在大环化步骤中形成。随后用4-溴丁烯-1,2-二烯进行烷基化反应得到假木糖精C.
更新日期:2020-11-03
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