Total Synthesis of the Cyclic Tetrapeptide Pseudoxylallemycin A

Synfacts ◽  
2019 ◽  
Vol 15 (07) ◽  
pp. 0825
Keyword(s):  
Total Synthesis ◽  
Cyclic Tetrapeptide

Investigations of the key macrolactamisation step in the synthesis of cyclic tetrapeptide pseudoxylallemycin A

2019 ◽  
Vol 17 (16) ◽  
pp. 3902-3913
Author(s):  
Alan J. Cameron ◽  
Christopher J. Squire ◽  
Ashley Gérenton ◽  
Louise A. Stubbing ◽  
Paul W. R. Harris ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Coupling Reagent ◽  
By Products ◽  
Unstable Intermediate ◽  
Cyclic Tetrapeptide

During total synthesis of pseudoxylallemycin A, an unstable intermediate was observed and appeared to be reactivated by coupling reagent by-products.

Total Synthesis of the Cyclic Tetrapeptide, HC-Toxin

1983 ◽  
Vol 24 (48) ◽  
pp. 5309-5312 ◽  
Author(s):  
Megumi Kawai ◽  
Daniel H. Rich
Keyword(s):  
Total Synthesis ◽  
Hc Toxin ◽  
Cyclic Tetrapeptide

Total Synthesis of Cyclic Tetrapeptide FR235222, a Potent Immunosuppressant that Inhibits Mammalian Histone Deacetylases

2005 ◽  
Vol 7 (13) ◽  
pp. 2775-2777 ◽  
Author(s):  
Weiqing Xie ◽  
Bin Zou ◽  
Duanqing Pei ◽  
Dawei Ma
Keyword(s):  
Total Synthesis ◽  
Histone Deacetylases ◽  
Cyclic Tetrapeptide

Total Synthesis of Allene-Containing Cyclic Tetrapeptide Pseudoxylallemycin C

Synlett ◽  
2020 ◽  
Author(s):  
Alan J. Cameron ◽  
Margaret A. Brimble ◽  
Casey Park ◽  
Georgina K. Howard ◽  
Paul W. R. Harris
Keyword(s):  
Total Synthesis ◽  
Solution Phase ◽  
Linear Peptide ◽  
Rp Hplc ◽  
Cyclic Tetrapeptide

AbstractThe 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.

Total synthesis of the natural HDAC inhibitor Cyl-1

2018 ◽  
Vol 16 (18) ◽  
pp. 3464-3472 ◽  
Author(s):  
Phil Servatius ◽  
Uli Kazmaier
Keyword(s):  
Total Synthesis ◽  
Hdac Inhibitor ◽  
Claisen Rearrangement ◽  
Cyclic Tetrapeptide

A chelate enolate Claisen rearrangement was used as a key step in the first total synthesis of Cyl-1, a cyclic tetrapeptide from Cylindrocladium scoparium.

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