855315-39-8Relevant academic research and scientific papers
Macrocyclization studies and total synthesis of cyclomarin C, an anti-inflammatory marine cyclopeptide
Wen, Shi-Jun,Hu, Tai-Shan,Yao, Zhu-Jun
, p. 4931 - 4938 (2007/10/03)
The studies on macrocyclization at possible sites toward the total synthesis of cyclomarin C are described. The results showed that both Trp and Phe derivatives involved in the target could not be the terminals of the final linear peptide precursors. Addi
Syntheses of four unusual amino acids, constituents of cyclomarin A
Sugiyama, Hideyuki,Shioiri, Takayuki,Yokokawa, Fumiaki
, p. 3489 - 3492 (2007/10/03)
The stereoselective syntheses of four unusual amino acids, constituents of cyclomarin A, are described. The protected N-methylhydroxyleucine 2 was synthesized using Evans' asymmetric azide-transfer reaction. The unusual amino acid 3 was prepared via diastereoselective methylation of the L-aspartic acid derived lactone 13. The stereoselective formation of threo-β-methoxyphenylalanine 4 was performed via aldol reaction using Scho?llkopf's chiral glycine enolate. The synthesis of N-reverse prenylated tryptophane 5 was achieved by the AQN ligand-promoted Sharpless regioreversed asymmetric aminohydroxylation protocol.
