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Timothy A. Blizzard

Massachusetts Institute of Technology

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Bioorganic & Medicinal Chemistry Letters | 1995

4 -DEOXY-4 -AMINOAVERMECTINS WITH POTENT BROAD SPECTRUM ANTIPARASITIC ACTIVITIES

Helmut Mrozik; Philip Eskola; Byron H. Arison; Bruce O. Linn; Aino Lusi; Alexander Matzuk; Thomas L. Shih; Maureen Tischler; Frank S. Waksmunski; Matthew J. Wyvratt; Timothy A. Blizzard; Gaye Margiatto; Michael H. Fisher; Wesley L. Shoop; John R. Egerton

Abstract Reductive amination of 4″-oxo-5-O-tert-butyldimethylsilyl-avermectins with sodium cyanoborohydride and ammonium acetate gave an epimeric mixture of 4″-deoxy-4″-amino analogs with the epimeric, axial 4″-β-amino derivative as the major component. Acylation of the amino substituent gave highly active broad spectrum antiparasitic compounds, as determined in a sheep anthelmintic assay. 4″-Epi-acetylamino-4″-deoxyavermectin B 1 ( 12 ) was selected for further antiparasitic studies and is currently under development as a novel avermectin endectocide.

Tetrahedron Letters | 1982

Methodology for the synthesis of the acyclic portions of verrucarins A and J

William R. Roush; Timothy A. Blizzard; Fatima Z. Basha

Abstract Syntheses of the acyclic chains of verrucarin A and J are described; the revised stereochemistry of verrucarin J is confirmed.

Journal of Organic Chemistry | 1983

Synthesis of verrucarin B

William R. Roush; Timothy A. Blizzard

Journal of Organic Chemistry | 1984

Synthesis of epoxytrichothecenes: verrucarin J and verrucarin J isomers

William R. Roush; Timothy A. Blizzard

Journal of Organic Chemistry | 1989

Chemical modification of paraherquamide. 1. Unusual reactions and absolute stereochemistry

Timothy A. Blizzard; Gaye Marino; Helmut Mrozik; Michael H. Fisher; Karst Hoogsteen; James P. Springer

Journal of Medicinal Chemistry | 1992

Synthesis and biological activity of 13-epi-avermectins : potent anthelmintic agents with an increased margin of safety

Timothy A. Blizzard; Gaye Margiatto; Helmut Mrozik; Wesley L. Shoop; Robert A. Frankshun; Michael H. Fisher

Journal of Organic Chemistry | 1990

Chemical modification of paraherquamide. 2. Replacement of the C-14 methyl group

Timothy A. Blizzard; Helmut Mrozik; Michael H. Fisher; James M. Schaeffer

Journal of Organic Chemistry | 1989

An improved preparation of the avermectin disaccharide unit

Timothy A. Blizzard; Gaye Marino; Helmut Mrozik; Michael H. Fisher

ChemInform | 1984

SYNTHESIS OF EPOXYTRICHOTHECENES: VERRUCARIN J AND VERRUCARIN J ISOMERS

William R. Roush; Timothy A. Blizzard

ChemInform | 1983

SYNTHESIS OF VERRUCARIN B

William R. Roush; Timothy A. Blizzard

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William R. Roush

Scripps Research Institute

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Helmut Mrozik

Merck

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Michael H. Fisher

Merck

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Fatima Z. Basha

Massachusetts Institute of Technology

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Gaye Marino

Merck

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Wesley L. Shoop

Merck

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Aino Lusi

Merck

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Alexander Matzuk

Merck

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Bruce O. Linn

Harvard University

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Byron H. Arison

Merck

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