Efficient Preparation of the 18-Methoxycoronaridine Side-Chain Precursor

Matthew P. Rainka; Matthew S. Dowling; Chi-Hsin R. King; Harold Meckler; R. Jason Herr

doi:10.1055/s-2006-942489

PAPER

Efficient Preparation of the 18-Methoxycoronaridine Side-Chain Precursor

Matthew P. Rainka, Matthew S. Dowling, Chi-Hsin R. King, Harold Meckler, R. Jason Herr*
Medicinal Chemistry and Chemical Development Departments, Albany Molecular Research, Inc., P.O. Box 15098, Albany, NY 12212-5098, USA
e-Mail: rjason.herr@albmolecular.com;

Abstract

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Abstract

An efficient synthesis of the side-chain precursor crucial to the preparation of 18-methoxycoronaridine (18-MC) has been developed. This procedure represents an improvement upon the original synthesis, in which regioisomers were separated by chromatography to provide the requisite precursor. Incorporation of the protected primary alcohol moiety in the early stages of the synthesis provides the requisite regioisomer unambiguously and obviates the need for chromatography at any point.

Key words

18-methoxycoronaridine - 18-MC - debenzylation

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References

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