Stereoselective synthesis and biological activity of cis azetidinones as cholesterol absorption inhibitors
Publication
, Journal Article
McKittrick, BA; Ma, K; Dugar, S; Clader, JW; Davis, H; Czarniecki, M; McPhail, AT
Published in: Bioorganic and Medicinal Chemistry Letters
August 20, 1996
The C-3 sidechain of azetidinones related to SCH 48461 was modified by introducing a hydroxyl group at the 1' position. This led to the discovery of the cis azetidinone 2c, which had improved CAI activity. Compound 2c was prepared using a selective reduction and silane mediated debromination to control the relative stereochemistry of the three centers.
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Published In
Bioorganic and Medicinal Chemistry Letters
DOI
ISSN
0960-894X
Publication Date
August 20, 1996
Volume
6
Issue
16
Start / End Page
1947 / 1950
Related Subject Headings
- Medicinal & Biomolecular Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 1115 Pharmacology and Pharmaceutical Sciences
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry
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McKittrick, B. A., Ma, K., Dugar, S., Clader, J. W., Davis, H., Czarniecki, M., & McPhail, A. T. (1996). Stereoselective synthesis and biological activity of cis azetidinones as cholesterol absorption inhibitors. Bioorganic and Medicinal Chemistry Letters, 6(16), 1947–1950. https://doi.org/10.1016/0960-894X(96)00347-2
McKittrick, B. A., K. Ma, S. Dugar, J. W. Clader, H. Davis, M. Czarniecki, and A. T. McPhail. “Stereoselective synthesis and biological activity of cis azetidinones as cholesterol absorption inhibitors.” Bioorganic and Medicinal Chemistry Letters 6, no. 16 (August 20, 1996): 1947–50. https://doi.org/10.1016/0960-894X(96)00347-2.
McKittrick BA, Ma K, Dugar S, Clader JW, Davis H, Czarniecki M, et al. Stereoselective synthesis and biological activity of cis azetidinones as cholesterol absorption inhibitors. Bioorganic and Medicinal Chemistry Letters. 1996 Aug 20;6(16):1947–50.
McKittrick, B. A., et al. “Stereoselective synthesis and biological activity of cis azetidinones as cholesterol absorption inhibitors.” Bioorganic and Medicinal Chemistry Letters, vol. 6, no. 16, Aug. 1996, pp. 1947–50. Scopus, doi:10.1016/0960-894X(96)00347-2.
McKittrick BA, Ma K, Dugar S, Clader JW, Davis H, Czarniecki M, McPhail AT. Stereoselective synthesis and biological activity of cis azetidinones as cholesterol absorption inhibitors. Bioorganic and Medicinal Chemistry Letters. 1996 Aug 20;6(16):1947–1950.
Published In
Bioorganic and Medicinal Chemistry Letters
DOI
ISSN
0960-894X
Publication Date
August 20, 1996
Volume
6
Issue
16
Start / End Page
1947 / 1950
Related Subject Headings
- Medicinal & Biomolecular Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 1115 Pharmacology and Pharmaceutical Sciences
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry