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. Author manuscript; available in PMC: 2011 Mar 25.

Published in final edited form as: J Med Chem. 2010 Mar 25;53(6):2562–2576. doi: 10.1021/jm9018542

Scheme 7 — A) Retrosynthetic analysis of 5’-phosphonate and 5’-methyl phosphonates of (N)-methanocarba adenine or 2-Cl adenine derivatives. Use of route B, in which the phosphonate was introduced prior to the nucleobase, proved successful. B) Retrosynthetic analysis of saturated and unsaturated long chain 5’-phosphonates of (N)-methanocarba adenine or 2-Cl adenine derivatives. Use of the shorter synthetic route C, in which the nucleobase was introduced prior to the phosphonate, proved successful.

Scheme 7 — A) Retrosynthetic analysis of 5’-phosphonate and 5’-methyl phosphonates of (N)-methanocarba adenine or 2-Cl adenine derivatives. Use of route B, in which the phosphonate was introduced prior to the nucleobase, proved successful. B) Retrosynthetic analysis of saturated and unsaturated long chain 5’-phosphonates of (N)-methanocarba adenine or 2-Cl adenine derivatives. Use of the shorter synthetic route C, in which the nucleobase was introduced prior to the phosphonate, proved successful.