article · Organic Letters
A safety-catch protecting group allows for the use of the same reagent/chemical mechanism for the removal of different protecting groups in the same synthetic scheme. While the first of these is removed directly, the removal of the second requires previous manipulation to make the protecting group labile to the reagent. Herein, phenylthioethyl (Pte)- and phenylsulfonylethyl (Pse)-based protecting groups are described. While Pte is stable to piperidine, Pse, which is its oxidized form, is labile in the presence of DBU-methylpiperidine. This system allows the preparation of linear, branched, cyclic, and other complex peptides.
This page summarises published work. The authoritative version sits with the publisher.
DOI: 10.1021/acs.orglett.5c05452
Is something wrong with this record? Report it or request removal.
Discussion
Have you built on this work, tried to replicate it, or seen it applied in practice? Share what you know. Verified researchers and MARATTO™ domain experts can open a discussion, and any member can reply. Contributions are reviewed before they appear.
No discussion yet. Open the first thread.
New to MARATTO™? Create a free account.
