The synthesis of tricyclic cocaine analogs via the 1,3-dipolar cycloaddition of oxidopyridinium betaines

Tetrahedron Letters

Volumn 39, Issue 3-4, 1998, Pages 197-200

  Smith, Miles P ^a   George, Clifford ^b   Kozikowski, Alan P ^a  

^a GEORGETOWN UNIVERSITY MEDICAL CENTER   (United States)

^b NAVAL RESEARCH LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

COCAINE DERIVATIVE; DOPAMINE TRANSPORTER; KETONE;

ARTICLE; CHEMICAL MODIFICATION; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0032518651     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10524-X     Document Type: Article

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19. 3) δ 0.71 (t, 3 H), 0.74-1.00 (m, 3 H), 1.09-1.15 (m, 2 H), 1.57-1.83 (m, 4 H), 1.91 (m, 1 H), 2.07 (m, 1 H), 2.32 (s, 3 H), 2.37 (s, 3 H), 2.40 (m, 1 H), 2.80 (m, 2 H), 2.95 (m, 1 H), 3.17 (m, 1 H), 3.34 (ddd, 1 H), 3.81 (d, 1 H), 3.89 (s, 1 H), 4.09 (dd, 1 H), 6.95 (d, 2 H), 7.09 (d, 2 H), 7.14 (d, 2 H), 7.82 (d, 2 H).
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21. 15. The same isomeric mixture (by GC/MS) was also obtained using either of the isolated allyl acetates.
22. 3H]mazindol binding. We thank Dr. Kenneth M. Johnson for providing the binding data.