Cyclopentylamine → HCID 59107264, compound

Participants

Reaction Steps

A compound having a structure of the above formula was prepared where the substituent R1 is cyclopentyl, R2 is hydrogen, and R3 is —CH2(4-(C(CH3)3)C6H4 (4-tert-butylbenzoyl). The compound (C25H35N5O5) was prepared by reaction of cyclopentylamine with 2-[4-(tert-butyl)benzyloxy]-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (Example 8) as described in Example 2, Step E. The final product was isolated in 50% yield as a solid with a melting point of 118-120° C. 1H-NMR (CDCl3): 1.3 (s, 9H); 1.6 (m, 6H); 2.0 (m, 2H); 3.46 (m, 3H); 3.75 (m, 1H); 3.89 (m, 1H); 4.28 (s, 1H); 4.42 (m, 2H); 5.1 (m, 1H); 5.29 (s, 2H); 5.7 (d, 1H); 5.7 (m, 1H); 7.35 (s, 4H); 7.57 (bs, 1H).

Provenance & Evidence