Reaktion #43510

Reaktionsgleichung

methyl iodide

4-hydroxy-4-(2-mercapto-5-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

2-fluoro-1-iodo-4-methoxy-benzene

3-fluoro-4-nitro-phenol

4-amino-3-fluoro-phenol

→

1-tert-Butoxycarbonyl-4-[2-(2-fluoro-4-methoxy-phenylsulfanyl)-5-fluoro-phenyl]-piperidine-4-ol

Reaktionsbedingungen

Vorschrift

Prepared from 4-hydroxy-4-(2-mercapto-5-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester and 2-fluoro-1-iodo-4-methoxy-benzene (prepared from 3-fluoro-4-nitro-phenol by reduction to 4-amino-3-fluoro-phenol as reported by Hogdson and Nicholson J. Chem. Soc. 1941, 645-646 followed by diazotization according to the general procedure by Tunney and Stille J. Org. Chem. 1987, 52, 748-753 followed by alkylation with methyl iodide according to the general procedure by Uozumi et al. J. Org. Chem. 1993, 58, 1945-1945).

Quelle