(S)-5-(2,2-Dimethyltetrahydro-2H-pyran-4-yl)-1H-indole-2-carboxylic acid

(S)-5-(2,2-Dimethyltetrahydropyran-4-yl)indole-2-carboxylic acid is a chiral indole building block with a free acid and an unsubstituted indole nitrogen. The acid supports formation of protected or functionalized carboxamides, while the indole NH provides a separate site for side-chain introduction. The attached tetrahydropyran transfers an established stereodefined substituent.

The selected free acid is an earlier fragment than the N-substituted oxadiazolone-containing acid. Converting its carboxyl group into an N-methyl-N-phenyl amide provides a derivative used during subsequent ring-nitrogen elaboration. Other amine partners generate alternative carboxamides. This allows the acid-derived connection and nitrogen-linked side chain to be developed separately around the same chiral indole framework.

Typical Applications

• Orforglipron-route carboxamide preparation: Used as the acid precursor to the N-methyl-N-phenyl indole carboxamide, retaining the free indole nitrogen for downstream side-chain construction.
• Chiral indole carboxamide derivatives: Used in amide coupling with alternative amines to vary the carbonyl-linked substituent while preserving the S-configured tetrahydropyran-bearing indole scaffold.

Specifications

Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.