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Practical synthesis of a potent hepatitis C virus RNA replication inhibitor |
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| Authors: | Bio Matthew M Xu Feng Waters Marjorie Williams J Michael Savary Kimberly A Cowden Cameron J Yang Chunhua Buck Elizabeth Song Zhiguo J Tschaen David M Volante R P Reamer Robert A Grabowski Edward J J |
| Institution: | Process Research, Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, USA. matthew_bio@merck.com |
| Abstract: | A practical, efficient synthesis of 1, a hepatitis C virus RNA replication inhibitor, is described. Starting with the inexpensive diacetone glucose, the 12-step synthesis features a novel stereoselective rearrangement to prepare the key crystalline furanose diol intermediate. This is followed by a highly selective glycosidation to couple the C-2 branched furanose epoxide with deazapurine. |
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