An improved synthesis of the dopamine autoreceptor antagonist (+)-cis-8-methoxy-1-methyl-2-(dipropylamino)tetralin (AJ-76)

Arthur G. Romero; Jeffrey A. Leiby

doi:10.1016/S0960-894X(00)80457-6

An improved synthesis of the dopamine autoreceptor antagonist (+)-cis-8-methoxy-1-methyl-2-(dipropylamino)tetralin (AJ-76)

Arthur G. Romero
, Jeffrey A. Leiby

Division of Pulmonary & Critical Care Medicine

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

A new and efficient synthesis of (+)-cis-8-methoxy-1-methyl-2-(dipropylamino)tetralin, AJ-76, and its monopropyl analog, UH-232, was achieved. Relative stereochemistry was controlled by doubled bond hydrogenation, followed by enantiomeric resolution with quinine to obtain optically pure material. Overall, AJ-76 is synthesized in 9 percent overall yield, including the optical resolution.

Original language	English
Pages (from-to)	1691-1692
Number of pages	2
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	2
Issue number	12
DOIs	https://doi.org/10.1016/S0960-894X(00)80457-6
State	Published - Dec 1992

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title = "An improved synthesis of the dopamine autoreceptor antagonist (+)-cis-8-methoxy-1-methyl-2-(dipropylamino)tetralin (AJ-76)",

abstract = "A new and efficient synthesis of (+)-cis-8-methoxy-1-methyl-2-(dipropylamino)tetralin, AJ-76, and its monopropyl analog, UH-232, was achieved. Relative stereochemistry was controlled by doubled bond hydrogenation, followed by enantiomeric resolution with quinine to obtain optically pure material. Overall, AJ-76 is synthesized in 9 percent overall yield, including the optical resolution.",

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AU - Leiby, Jeffrey A.

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N2 - A new and efficient synthesis of (+)-cis-8-methoxy-1-methyl-2-(dipropylamino)tetralin, AJ-76, and its monopropyl analog, UH-232, was achieved. Relative stereochemistry was controlled by doubled bond hydrogenation, followed by enantiomeric resolution with quinine to obtain optically pure material. Overall, AJ-76 is synthesized in 9 percent overall yield, including the optical resolution.

AB - A new and efficient synthesis of (+)-cis-8-methoxy-1-methyl-2-(dipropylamino)tetralin, AJ-76, and its monopropyl analog, UH-232, was achieved. Relative stereochemistry was controlled by doubled bond hydrogenation, followed by enantiomeric resolution with quinine to obtain optically pure material. Overall, AJ-76 is synthesized in 9 percent overall yield, including the optical resolution.

UR - https://www.scopus.com/pages/publications/0026729839

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DO - 10.1016/S0960-894X(00)80457-6

M3 - Article

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JF - Bioorganic and Medicinal Chemistry Letters

IS - 12

ER -

An improved synthesis of the dopamine autoreceptor antagonist (+)-cis-8-methoxy-1-methyl-2-(dipropylamino)tetralin (AJ-76)

Abstract

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