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. Author manuscript; available in PMC: 2022 Aug 11.
Published in final edited form as: J Med Chem. 2001 Sep 13;44(19):3092–3108. doi: 10.1021/jm010082h

Scheme 10.

Scheme 10.

Synthesis of Cyclopropyl Bisphosphate Derivative, Compound 20a

a Reaction conditions: (i) Et2Zn, CH2I2, CH2Cl2, rt, overnight, 96%; (ii) MsCl, TEA, CH2Cl2, rt, 1 h, 93%; (iii) 2-chloro-N6-methylaminopurine, K2CO3, 18-crown-6, DMF, 60 °C, overnight, 62%; (iv) AcOH:THF:H2O = 1:2:2, 40 °C, overnight, 55%; (v) Et2NP(OtBu)2, tetrazole, THF, rt, 30 min then MCPBA, 40%; (v) 5% TFA:CH2Cl2:THF = 10:20:1, rt, 30 min, 55%.