A Practical Synthesis of SDZ WAG 994 by Selective Methylation of N⁶-Cyclohexyladenosine

Mahavir Prashad Chemical Research & Development, Technical R & D Sandoz Reasearch Institute Sandoz Pharmaceuticals Corporation, 59 Route 10, East Hanover, NJ, 07936

Kapa Prasad Chemical Research & Development, Technical R & D Sandoz Reasearch Institute Sandoz Pharmaceuticals Corporation, 59 Route 10, East Hanover, NJ, 07936

Oljan Repic Chemical Research & Development, Technical R & D Sandoz Reasearch Institute Sandoz Pharmaceuticals Corporation, 59 Route 10, East Hanover, NJ, 07936

Abstract

A selective 2′-O-methylation of N⁶-cyclohexyladenosine (2) under phase-transfer catalysis conditions and a preferential crystallization of N⁶-cyclohexyl-2′-O-methyladenosine (1, SDZ WAG 994) from a mixture of by-products is described. A plausible explanation for the selective crystallization of 1 as a hydrate is presented.

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A Practical Synthesis of SDZ WAG 994 by Selective Methylation of N⁶-Cyclohexyladenosine

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A Practical Synthesis of SDZ WAG 994 by Selective Methylation of N6-Cyclohexyladenosine

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A Practical Synthesis of SDZ WAG 994 by Selective Methylation of N⁶-Cyclohexyladenosine