Synthetic Strategies for 14C Labelling of Drug Molecules Dr ... - Almac

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Reduction-Pschorr CouplingNCH 3N*CHZn/HCl *310% H 2SO 4DDNaNO 2MeONO 2MeONH 2OMeOMeTetrahydro[ 14 C]isoquinolineA BDNCH 3+MeO N + N HSO-OMe4aryldiazonium salt*PSCHORR COUPLINGCu 2ORING C FORMATIONACMeODMeO*NCH3H(R/S)-[6a- 14 C]Apomorphine dimethyl etherB
Chiral SeparationMeO*N CH3HMeO(R/S)-(+/-)-[6a- 14 C]Apomorphine dimethyl etherHPLC Conditions: Chiralcel OD column, eluting withhexane/propan-2-ol/dimethylamine [950:50:5]MeO*N CH3HSMeO*N CH3HRMeOMeO(S)-(+)-[6a- 14 C]Apomorphine dimethyl etherRadiochemical yield = 11% fromTetrahydro[ 14 C]isoquinoline(R)-(-)-[6a- 14 C]Apomorphine dimethyl etherRadiochemical yield = 16% fromTetrahydro[ 14 C]isoquinoline
Page 4 and 5: Introduction to 14 Ccpres/v1b/ca/19
Page 6 and 7: 14C Starting Materials
Page 8 and 9: 14C Radiotracer• In pharmaceutica
Page 10 and 11: Target: [ 14 C]XEN-D0401• XEN-D04
Page 12 and 13: Generation of ‘Dry’ 14 CO 2HIGH
Page 14 and 15: O-MethylationHO*OOOK 2CO 3/ Acetone
Page 16 and 17: S L Kitson, S J Jones et al. J Labe
Page 18 and 19: Aporphine skeleton‘naturally occu
Page 20 and 21: Retrosynthesis of ApomorphineHOHOFG
Page 22 and 23: Bischler-Napieralski Cyclodehydrati
Page 26 and 27: (R)-(-)-[6a- 14 C]ApomorphineMeO*N
Page 28 and 29: Target: [methyl- 14 C]Combretastati
Page 30 and 31: [ 14 C]AcetylenesOH14COTarget: [5-
Page 32 and 33: 14C Acetylene SynthesisBrOHOp-TsOHE
Page 34 and 35: 14C SynthesisOHOMOMOMOMNaH/DMFn-BuL
Page 36 and 37: ConclusionWhen designing a 14 C lab

Synthetic Strategies for 14C Labelling of Drug Molecules Dr ... - Almac

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