Novel Synthesis of (−)-Bestatin fromL -Aspartic Acid
| Autor: | Masahiko Seki, Kazuya Nakao |
|---|---|
| Rok vydání: | 1999 |
| Předmět: |
chemistry.chemical_classification
Dipeptide Stereochemistry Organic Chemistry Peptide General Medicine Applied Microbiology and Biotechnology Biochemistry Chemical synthesis Analytical Chemistry Hydroxylation chemistry.chemical_compound chemistry Yield (chemistry) Aspartic acid Stereoselectivity Molecular Biology Derivative (chemistry) Biotechnology |
| Zdroj: | Bioscience, Biotechnology, and Biochemistry. 63:1304-1307 |
| ISSN: | 1347-6947 0916-8451 |
| Popis: | Oxazoline-4-acetate derivative 3 that could be readily obtained from L-aspartic acid was subjected to highly stereoselective hydroxylation, and subsequent Mitsunobu inversion of the hydroxyl group led to (2S,3R)-3-amino-3-benzyl-2-hydroxybutanoic acid derivative 8 in a good yield. Coupling of 8 with L-leucine benzyl ester and subsequent cleavage of the protective groups provided (-)-bestatin 1 in a high yield. |
| Databáze: | OpenAIRE |
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