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Solid phase synthesis of tetrahydropyrazine-2-ones by intramolecular Mitsunobu reactions

✍ Scribed by Pei-Pei Kung; Eric Swayze

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 245 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)01102-8

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✦ Synopsis

A novel route for the synthesis of tetrahydropyrazine-2-ones on solid support through intramolecular Mitsunobu reactions is reported. The syntheses employ reductive amination of commercially available amino alcohols to attach them to ArgoGeI-MB-CHO resin. Amino acids are then coupled to the derivatized solid support for construction of the ring systems and a Mitsunobu reaction between the activated amino acids and amino alcohols forms the derivatized tetrahydropyrazine-2-one rings.

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