Paul R. Brodfuehrer

A practical synthesis of (S)-HPMPC

Abstract Synthesis of the title nucleotide was accomplished in high yield starting from (S)-tritylglycidol ( 5 ) and N-benzoylcytosine ( 9 ).

Synthesis of 2′,3′-Dideoxyinosine

Abstract The synthesis of 2′,3′-dideoxyinosine (ddI, 1) from 2′-deoxyinosine and 2′,3′-dideoxyadenosine (ddA, 2) is described. Chemically, selective benzoylation of the 5′ hydroxyl group of 2′-deoxyinosine is followed by deoxy-genation at the 3′ position via the thioimidazolide 4. De-protection of the resulting 5′-O-benzoyl-2′,3′-dideoxyinosine 5 gave 2′,3′-dideoxyinosine 1. Enzymatically, deamination of ddA 2 with adenosine deaminase also yielded ddI.

A Short Synthesis of d-Sotalol

Abstract Asymmetric synthesis of d-Sotalol (2) was accomplished by chiral homogenous hydrogenation of (4-isopropylaminoacetyl)methane-sulfonanilide hydrochloride (1).