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?-Azido bisphosphonates: synthesis and nucleotide analogues.

ABSTRACT: The first examples of ?-azido bisphosphonates [(RO)(2)P(O)](2)CXN(3) (1, R = i-Pr, X = Me; 2, R = i-Pr, X = H; 3, R = H, X = Me; 4, R = H, X = H) and corresponding ?,?-CXN(3) dGTP (5-6) and ?,?-CXN(3) dATP (7-8) analogues are described. The individual diastereomers of 7 (7a/b) were obtained by HPLC separation of the dADP synthetic precursor (14a/b).

SUBMITTER: Chamberlain BT 

PROVIDER: S-EPMC3112310 | biostudies-literature | 2011 Jun

REPOSITORIES: biostudies-literature

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α-Azido bisphosphonates: synthesis and nucleotide analogues.

Chamberlain Brian T BT   Upton Thomas G TG   Kashemirov Boris A BA   McKenna Charles E CE  

The Journal of organic chemistry 20110525 12

The first examples of α-azido bisphosphonates [(RO)(2)P(O)](2)CXN(3) (1, R = i-Pr, X = Me; 2, R = i-Pr, X = H; 3, R = H, X = Me; 4, R = H, X = H) and corresponding β,γ-CXN(3) dGTP (5-6) and α,β-CXN(3) dATP (7-8) analogues are described. The individual diastereomers of 7 (7a/b) were obtained by HPLC separation of the dADP synthetic precursor (14a/b). ...[more]

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