Methyl 4-iodobenzoate → 1-tert-Butoxycarbonyl-4-[2-(4-methoxycarbonyl-phenylsulfanyl)-phenyl]-piperidine-4-ol

반응식

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([OH:21])([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[SH:20])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:22][O:23][C:24](=[O:32])[C:25]1[CH:30]=[CH:29][C:28](I)=[CH:27][CH:26]=1.BrC1C=C(C(F)(F)F)C=CC=1SC1C=CC(Cl)=CC=1>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[S:20][C:28]2[CH:29]=[CH:30][C:25]([C:24]([O:23][CH3:22])=[O:32])=[CH:26][CH:27]=2)([OH:21])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

반응물 3

HCID 69273Methyl 4-iodobenzoate

HCID 686822154-Hydroxy-4-(2-mercapto-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

HCID 686834131-Bromo-2-(4-chlorophenylsulfanyl)-5-(trifluoromethyl)benzene

생성물 1

HCID 686838071-tert-Butoxycarbonyl-4-[2-(4-methoxycarbonyl-phenylsulfanyl)-phenyl]-piperidine-4-ol

실험 절차

1-tert-Butoxycarbonyl-4-[2-(4-methoxycarbonyl-phenylsulfanyl)-phenyl]-piperidine-4-ol (intermediate for 4a) was prepared from 4-hydroxy-4-(2-mercapto-phenyl)-piperidine-1-carboxylic acid tert-butyl ester, and 4-iodo-benzoic acid methyl ester by the palladium-catalysed coupling procedure described for 1-bromo-2-(4-chloro-phenylsulfanyl)-5-(trifluoromethyl)-benzene.