The Mitsunobu reaction in preparing 3-deazapurine carbocyclic nucleosides |
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Authors: | Minmin Yang |
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Institution: | Department of Chemistry and Biochemistry, Auburn University, Auburn, AL 36849-5312, USA |
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Abstract: | The coupling reaction of 4-chloro-1H-imidazo4,5-c]pyridine (6-chloro-3-deazapurine, 3) with several cyclopentyl derivatives under Mitsunubo reaction conditions provides an efficient entry into N-7 and N-9 substituted 3-deazapurine carbocyclic nucleosides of antiviral potential. The versatility of this procedure is illustrated with a new and efficient synthesis of (−)-3-deazaaristeromycin, a formal preparation of 3-deazaneplanocin A, and a route to 3-deaza-5′-homoaristeromycin. |
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Keywords: | 4-Amino-1H-imidazo[4 5-c]pyridine Carbocyclic nucleosides Aristeromycin Neplanocin |
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