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One-pot Enantiomeric Synthesis of Thiazole-containing Amino Acids: Total Synthesis of Venturamides A and B.

08:00 EDT 13th March 2018 | BioPortfolio

Summary of "One-pot Enantiomeric Synthesis of Thiazole-containing Amino Acids: Total Synthesis of Venturamides A and B."

An effective one-pot procedure for enantiomerical synthesis of thiazole-containing amino acid (TCAA) has been established via a cascade disulfide cleavage / thiocarbonylation / intramolecular Staudinger Reduction / aza-Wittig / oxidation reaction. Starting from the commercially available amino acid building blocks, a number of TCAAs were prepared in good yields and in excellent optical purities. This method bears features of mild reaction conditions, wide substrate adaptability, and good functional group tolerance. The power of this method was also demonstrated through the concise total synthesis of cyclic hexapeptide Venturamides A and B.

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Name: The Journal of organic chemistry
ISSN: 1520-6904
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Guanosine 5'-triphosphate 2'(3')-diphosphate. A guanine nucleotide containing five phosphate groups. Three phosphate groups are esterified to the sugar moiety in the 5' position and the other two in the 2' or 3' position. This nucleotide serves as a messenger to turn off the synthesis of ribosomal RNA when amino acids are not available for protein synthesis. Synonym: magic spot II.

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Guanosine 5'-diphosphate 2'(3')-diphosphate. A guanine nucleotide containing four phosphate groups. Two phosphate groups are esterified to the sugar moiety in the 5' position and the other two in the 2' or 3' position. This nucleotide serves as a messenger to turn off the synthesis of ribosomal RNA when amino acids are not available for protein synthesis. Synonym: magic spot I.

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