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GSK1360707F

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GSK1360707F
Systematic (IUPAC) name
(1R,6S)-1-(3,4-dichlorophenyl)-6-(methoxymethyl)-4-azabicyclo[4.1.0]heptane
Clinical data
Pregnancy cat.  ?
Legal status  ?
Identifiers
ATC code  ?
PubChem CID 24802841
Chemical data
Formula C14H17Cl2NO 
Mol. mass 286.196 g/mol
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GSK1360707F is a new and potent selective triple reuptake inhibitor.[1][2]

This research chemical is still relatively new so no details are available for it yet.

[edit] Synthesis

GSK1360707F synthesis.png

  1. BOC Protecting group.
  2. Enolization and trapping with triflate group.
  3. Suzuki reaction
  4. Reduction
  5. Trifluoroacetic acid (TFA) removal of protecting group.
  6. Simmons–Smith reaction cyclopropanation.
  7. Williamson ether synthesis.

[edit] References

  1. ^ Micheli, F.; Cavanni, P.; Andreotti, D.; Arban, R.; Benedetti, R.; Bertani, B.; Bettati, M.; Bettelini, L. et al. (2010). "6-(3,4-Dichlorophenyl)-1-[(Methyloxy)methyl]-3-azabicyclo[4.1.0]heptane: A New Potent and Selective Triple Reuptake Inhibitor". Journal of Medicinal Chemistry 53 (13): 4989–5001. doi:10.1021/jm100481d. PMID 20527970.   edit
  2. ^ Deschamps, N. M.; Elitzin, V. I.; Liu, B.; Mitchell, M. B.; Sharp, M. J.; Tabet, E. A. (2010). "An Enyne Cycloisomerization Approach to the Triple Reuptake Inhibitor GSK1360707F". The Journal of Organic Chemistry 76 (2): 101221161656011. doi:10.1021/jo102098y. PMID 21174473.  edit

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