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Synthesis of (+/-)-eusynstyelamide A.

Organic letters (2010-05-08)
Olga V Barykina, Barry B Snider
ABSTRACT

The synthesis of (+/-)-eusynstyelamide A has been accomplished in six steps in 13% overall yield from 6-bromoindole, methyl glycidate, and Boc-protected agmatine. If oxygen is carefully excluded from the reaction, the key NaOH-catalyzed aldol dimerization of the alpha-ketoamide proceeded efficiently to give Boc-protected eusynstyelamide A.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
4-Bromo-2-nitrotoluene, 97%