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Solution-phase parallel synthesis of a library of delta(2)-pyrazolines.

ABSTRACT: A parallel synthesis of a library (80 members) of 2-pyrazolines in solution phase is described. The 2-pyrazoline core was accessed through the [3 + 2] cycloaddition of nitrilimines with enoyl oxazolidinones. The cycloaddition provided two regioisomers, the major product being the C regioisomer. The oxazolidinone moiety was further reduced to the primary alcohol, producing another library of 5-hydroxymethyl-2-pyrazolines. The Lipinski profiles and calculated ADME properties of the compounds are also reported.

SUBMITTER: Manyem S

PROVIDER: S-EPMC2562233 | biostudies-literature | 2007 Jan-Feb

REPOSITORIES: biostudies-literature

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Solution-phase parallel synthesis of a library of delta(2)-pyrazolines.

Manyem Shankar S Sibi Mukund P MP Lushington Gerald H GH Neuenswander Benjamin B Schoenen Frank F Aubé Jeffrey J

Journal of combinatorial chemistry 20070101 1

A parallel synthesis of a library (80 members) of 2-pyrazolines in solution phase is described. The 2-pyrazoline core was accessed through the [3 + 2] cycloaddition of nitrilimines with enoyl oxazolidinones. The cycloaddition provided two regioisomers, the major product being the C regioisomer. The oxazolidinone moiety was further reduced to the primary alcohol, producing another library of 5-hydroxymethyl-2-pyrazolines. The Lipinski profiles and calculated ADME properties of the compounds are a ...[more]

PMID: 17206829

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