An efficient and practical synthesis of naturally occurring marine nucleosides 5′-deoxytubercidins on a 10 gram scale in good overall yield is reported. The key step was the Vorbrüggen glycosylation of pyrrolo[2,3-d]pyrimidines with 5-deoxy-1,2,3-tri-O-acetyl-β-d-ribofuranose.

5′-deoxytubercidin - Vorbrüggen glycosylation - pyrrolo[2,3-d]pyrimidine - marine nucleoside - 7-deazapurine

中文翻译：

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通过Vorbrüggen糖基化高效合成5'-脱氧结核精及其类似物

据报道以10克的规模有效有效地合成了天然存在的海洋核苷5'-脱氧结核菌素，其总收率良好。关键步骤是吡咯并[2,3- d ]嘧啶与5-脱氧-1,2,3-三-O-乙酰基-β - d-呋喃核糖的Vorbrüggen糖基化。

5'-脱氧tubercidin-Vorbrüggen糖基化-吡咯并[2,3- d ]嘧啶-海洋核苷-7-脱氮嘌呤