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The asymmetric synthesis of (3R)-N-methyl-2-oxo-[1,4′-bipiperidine]-3-acetamide in quantity

Publication ,  Journal Article
Reichard, GA; Spitler, J; Mergelsberg, I; Miller, A; Wong, G; Raghavan, R; Jenkins, J; Gan, T; McPhail, AT
Published in: Tetrahedron Asymmetry
June 24, 2002

The asymmetric synthesis of the enantiomerically pure bipiperidine core fragment of a potent dual NK1/NK2 antagonist is described. The utilization of a diastereoselective Michael addition employing Evans' auxiliary as the key step allowed for the preparation of the fragment on a multi-kilogram scale. © 2002 Published by Elsevier Science Ltd.

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Published In

Tetrahedron Asymmetry

DOI

ISSN

0957-4166

Publication Date

June 24, 2002

Volume

13

Issue

9

Start / End Page

939 / 943

Related Subject Headings

  • Organic Chemistry
  • 3405 Organic chemistry
  • 0305 Organic Chemistry
 

Citation

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Reichard, G. A., Spitler, J., Mergelsberg, I., Miller, A., Wong, G., Raghavan, R., … McPhail, A. T. (2002). The asymmetric synthesis of (3R)-N-methyl-2-oxo-[1,4′-bipiperidine]-3-acetamide in quantity. Tetrahedron Asymmetry, 13(9), 939–943. https://doi.org/10.1016/S0957-4166(02)00229-X
Reichard, G. A., J. Spitler, I. Mergelsberg, A. Miller, G. Wong, R. Raghavan, J. Jenkins, T. Gan, and A. T. McPhail. “The asymmetric synthesis of (3R)-N-methyl-2-oxo-[1,4′-bipiperidine]-3-acetamide in quantity.” Tetrahedron Asymmetry 13, no. 9 (June 24, 2002): 939–43. https://doi.org/10.1016/S0957-4166(02)00229-X.
Reichard GA, Spitler J, Mergelsberg I, Miller A, Wong G, Raghavan R, et al. The asymmetric synthesis of (3R)-N-methyl-2-oxo-[1,4′-bipiperidine]-3-acetamide in quantity. Tetrahedron Asymmetry. 2002 Jun 24;13(9):939–43.
Reichard, G. A., et al. “The asymmetric synthesis of (3R)-N-methyl-2-oxo-[1,4′-bipiperidine]-3-acetamide in quantity.” Tetrahedron Asymmetry, vol. 13, no. 9, June 2002, pp. 939–43. Scopus, doi:10.1016/S0957-4166(02)00229-X.
Reichard GA, Spitler J, Mergelsberg I, Miller A, Wong G, Raghavan R, Jenkins J, Gan T, McPhail AT. The asymmetric synthesis of (3R)-N-methyl-2-oxo-[1,4′-bipiperidine]-3-acetamide in quantity. Tetrahedron Asymmetry. 2002 Jun 24;13(9):939–943.
Journal cover image

Published In

Tetrahedron Asymmetry

DOI

ISSN

0957-4166

Publication Date

June 24, 2002

Volume

13

Issue

9

Start / End Page

939 / 943

Related Subject Headings

  • Organic Chemistry
  • 3405 Organic chemistry
  • 0305 Organic Chemistry