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17
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84855693604
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Enantiomeric separation of (R)-12 and (S)-12 was achieved using chiracel OD-H column (20 × 250 mm) by isocratic elution with ethanol: hexane (contains 0.1% DEA), 8:92 (flow rate: 5.6 mL/min, wavelength: 230 nm)
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Enantiomeric separation of (R)-12 and (S)-12 was achieved using chiracel OD-H column (20 × 250 mm) by isocratic elution with ethanol: hexane (contains 0.1% DEA), 8:92 (flow rate: 5.6 mL/min, wavelength: 230 nm).
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18
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0033587123
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J.-M. Vernier, H. El-Abdellaoui, H. Holsenback, N.D.P. Cosford, L. Bleicher, G. Barker, B. Bontempi, L. Chavez-Noriega, F. Menzaghi, T.S. Rao, R. Reid, A.I. Sacaan, C. Suto, M. Washburn, G.K. Lloyd, and I.A. McDonald J. Med. Chem. 42 1999 1684
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Vernier, J.-M.1
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Chavez-Noriega, L.8
Menzaghi, F.9
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Reid, R.11
Sacaan, A.I.12
Suto, C.13
Washburn, M.14
Lloyd, G.K.15
McDonald, I.A.16
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19
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80051952842
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Co-injections were performed using analytical AD-H column by isocratic elution with IPA: hexanes (contains 0.1% DEA), 15:85 (flow rate: 1 mL/min, wavelength: 254 nm)
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Co-injections were performed using analytical AD-H column by isocratic elution with IPA: hexanes (contains 0.1% DEA), 15:85 (flow rate: 1 mL/min, wavelength: 254 nm).
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20
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84855701035
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D = +7.08 (c = 0.5, MeOH)
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D = +7.08 (c = 0.5, MeOH).
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22
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0000844109
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A.F. Abdel-Magid, K.G. Carson, B.D. Harris, C.A. Maryanoff, and R.D. Shah J. Org. Chem. 61 1996 3849
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Abdel-Magid, A.F.1
Carson, K.G.2
Harris, B.D.3
Maryanoff, C.A.4
Shah, R.D.5
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23
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80051922698
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Reductive amination with 8-methyl-8-azabicyclo[3.2.1]octan-3-one gave 9:1 mixture of isomers (endo-exo isomers). The mixture was carried forward to make the final compound
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Reductive amination with 8-methyl-8-azabicyclo[3.2.1]octan-3-one gave 9:1 mixture of isomers (endo-exo isomers). The mixture was carried forward to make the final compound.
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26
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84855693605
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2O exchange
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2O exchange.
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27
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80051943175
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Note
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50 value is the concentration of compound that gives rise to 50% inhibition. All assays were performed in duplicate.
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