Tert-Butylamine → N-((1S,trans)-2-hydroxycyclopentyl)adenosine

Participants

Reaction Steps

A solution of 2',3',5'-tri-O-acetyl-N-[(1S,trans)-2-hydroxycyclopentyl]adenosine (0.34 g) in methanol (7 ml) containing t-butylamine (3 ml) was allowed to stand at 23° for 16 h. The solution was evaporated to dryness and residual t-butylamine was removed azeotropically with methanol to leave a glass. Crystallisation of a sample of this glass (0.19 g) from a mixture of methanol and ethyl acetate (1:20) gave the title compound (0.15 g), m.p. 160°-163°. Its chromatographic behaviour resembled that of authentic material.

Provenance & Evidence