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0345539063
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note
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11. The tricyclic mesylate was prepared in place of the corresponding chloride in the preparation of compound 5. The alkylation was conducted in situ to prevent solvolysis of the generated mesylate on workup.
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24
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0026063683
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12. 8-Chloro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one was prepared as described in Piwinski, J. J.; Wong, J. K.; Chan, T.-M.; Green, M. J.; Ganguly, A. K. J. Org. Chem. 1991, 34, 457.
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0345539059
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note
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13. The preparation of bicyclic lactam 7 is shown below. We thank Dr. B. B. Bauer for his details in the conversion of 2-methylpyrazine to t-butyl 3-(piperazin-2-yl)propionate (unpublished results). (equation presented)
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26
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0025217281
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28
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0344676767
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note
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15. The resolution was accomplished by repeated crystallization of 2a as the N-acetyl D-and L-leucine salts from acetonitrile/water. Subsequent acylation with acetic anhydride provided 3e and 3f with greater than 99% ee. Their absolute configurations were infered from the resolved S-enantiomer of 2a whose absolute configuration was determined by X-ray crystalligraphic analysis (McPhail, A. T., unpublished results).
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29
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0000897410
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84856411217
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McPhail, A.T.7
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