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• W2102077940 abstract "A total synthesis of the new thiazoline-based siderophore desferrithiocin 1, isolated from Streptomyces antibioticus, is described. Thus, a concise synthesis of (S)-2-methylcysteine hydrochloride 11 is first developed based on a modification of Seebach's “self-reproduction of chirality” protocol using the thiazolidine intermediate 8 derived from (S)-cysteine and pivaldehyde as a key intermediate. When a solution of (S)-2-methylcysteine hydrochloride is heated with 2-cyano-3-hydroxypyridine in the presence of triethylamine, (S)-desferrithiocin is produced in 97% yield. In a similar manner, use of (R)-2-methylcysteine in a cyclocondensation with 2-cyano-3-hydroxypyridine led to (R)-desferrithiocin, in a similar yield." @default.
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• W2102077940 date "1993-06-01" @default.
• W2102077940 modified "2023-10-17" @default.
• W2102077940 title "Synthesis of the thiazoline-based siderophore (S)-desferrithiocin" @default.
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• W2102077940 doi "https://doi.org/10.1016/s0040-4020(01)82385-1" @default.
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