1,2-Dimethylindole-3-sulfonyl (MIS) as protecting group for the side chain of arginine

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1,2-Dimethylindole-3-sulfonyl (MIS) as protecting group for the side chain of arginine.

The protection of arginine (Arg) side chains is a crucial issue in peptide chemistry because of the propensity of the basic guanidinium group to produce side reactions. Currently, sulfonyl-type protecting groups, such as 2,2,5,7,8-pentamethylchroman (Pmc) and 2,2,4,6,7-pentamethyldihydrobenzofurane (Pbf), are the most widely used for this purpose. Nevertheless, Arg side chain protection remains...

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Labile Sulfonyl-Protecting Group for the Side Chain of Arginine

The protection of arginine (Arg) side chains is a crucial issue in peptide chemistry because of the propensity of the basic guanidinium group to produce side reactions.pentamethyldihydrobenzofurane (Pbf), are the most widely used for this purpose. Nevertheless, Arg side chain protection remains problematic as a result of the acid stability of these two compounds. This issue is even more relevan...

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Synthesis of carbapenems with a sulfonyl group in the C-6 side-chain and their biological activity.

A new type of 5,6-cis-carbapenems (racemic) having a sulfonyl group in the C-6 side-chain were synthesized by employing the synthetic methodology reported in our previous papers, and an alternative stereocontrolled synthesis of these 5,6-cis-carbapenems was achieved starting from 8oxo-7-azabicyclo[4.2.0]oct-3-ene (14) via an intramolecular aldol condensation as the key step. Chiral 5,6-cis-carb...

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ژورنال

عنوان ژورنال: Organic & Biomolecular Chemistry

سال: 2009

ISSN: 1477-0520,1477-0539

DOI: 10.1039/b904836g