Various tropane alkaloids have been prepared by structural modification of the readily available natural product, scopolamine 1. Reaction of isocyanates with 6,7-dehydrotropine 5 provided a number of urethanes 6a-e. Reductive amination of tropinone 7 and subsequent reaction with isocyanates provided ureas 9a-f. Mitsunobu inversion of the C-3 alcohol of tropine 10 afforded the epimeric ester 11. (C) 2001 Elsevier Science Ltd. All rights reserved.
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Univ Oklahoma, Hlth Sci Ctr, Coll Pharm, Dept Med Chem & Pharmaceut, Oklahoma City, OK 73190 USAUniv Oklahoma, Hlth Sci Ctr, Coll Pharm, Dept Med Chem & Pharmaceut, Oklahoma City, OK 73190 USA
机构:Univ Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med, Los Angeles, CA 90095 USA
Stout, D
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Petric, A
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Nguyen, Q
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Univ Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med, Los Angeles, CA 90095 USAUniv Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med, Los Angeles, CA 90095 USA
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Univ Oklahoma, Hlth Sci Ctr, Coll Pharm, Dept Med Chem & Pharmaceut, Oklahoma City, OK 73190 USAUniv Oklahoma, Hlth Sci Ctr, Coll Pharm, Dept Med Chem & Pharmaceut, Oklahoma City, OK 73190 USA
机构:Univ Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med, Los Angeles, CA 90095 USA
Stout, D
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Petric, A
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Petric, A
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Huang, SC
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