ORGN 151 |
| An efficient method for the reductive alkylation of cysteine has been developed. The two-step process involves isolation of the thioaminal intermediate followed by reduction. This process avoids the use of expensive and toxic reagents, improves the overall yield and reproducibility of the protection when compared to the published single step procedure and is amenable to a kilogram scale. The utility of the methodology was demonstrated as part of the synthesis of N-(p-methoxybenzyl)-4-acetyl-2-oxo-thiazolidinone, an intermediate used in the total synthesis of Latrunculin B. |
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Physical Organic Chemistry, Combinatorial and Process Chemistry, New Reactions and Methodology, Peptides, Proteins and Amino Acids
8:00 PM-10:00 PM, Sunday, April 6, 2008 Morial Convention Center -- Hall A, Poster
Division of Organic Chemistry |