tert-Butyl ((1S,3S)-3-hydroxycyclopentyl)carbamate → cis-3-(2,5-Dimethyl-benzoimidazol-1-yl)-cyclopentylamine

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Reaction Steps

The trans-(3-hydroxy-cyclopentyl)-carbamic acid tert-butyl ester was converted to cis-(3-amino-cyclopentyl)-carbamic acid tert-butyl ester using the same method described previously. The resulting compound was further converted to cis-[3-(2,5-dimethyl-benzoimidazol-1-yl)-cyclopentyl]-carbamic acid tert-butyl ester using the same method described in the preparation of the hydrochloride salt of trans-3-(2,5-dimethyl-benzoimidazol-1-yl)-cyclopentylamine. After the acid cleavage of the carbamic acid tert-butyl ester and base extraction, cis-3-(2,5-dimethyl-benzoimidazol-1-yl)-cyclopentylamine was obtained as pale brown oil. LR-MS calcd for C14H19N3 (m/e) 229.1579, obsd 230.2 (M+H).

Provenance & Evidence