A concise, easily scalable synthesis of a rare ketohexose, D-tagatose, was developed, that is compatible with the preparation of D-[UL-¹³C₆]tagatose. Epimerization of the widely available and inexpensive ketohexose D-fructose at the C-4 position via an oxidation/reduction (Dess-Martin periodinane/NaBH₄) was a key step in the synthesis. Overall, fully protected natural D-tagatose (3.21 g) was prepared from D-fructose (9 g) on a 50 mmol scale in 23% overall yield, after five steps and two chromatographic purifications. D-[UL-¹³C₆]Tagatose (92 mg) was prepared from D-[UL-¹³C₆]fructose (465 mg, 2.5 mmol) in 16% overall yield after six steps and four chromatographic purifications.

开发了一种简洁、易于扩展的稀有酮己糖 D-塔格糖的合成方法，该合成方法与 D-[UL- ¹³ C ₆ ]塔格糖的制备兼容。通过氧化/还原（Dess-Martin periodinane/NaBH ₄ ）在C -4 位对广泛可用且廉价的己酮糖 D-果糖进行差向异构化是合成中的关键步骤。总体而言，经过五步和两次色谱纯化，从 D-果糖 (9 g) 中以 50 mmol 规模制备了完全受保护的天然 D-塔格糖 (3.21 g)，总产率为 23%。由D-[UL- ¹³ C ₆ ]果糖（465 mg，2.5 mmol）制备D-[UL- ¹³ C ₆ ]塔格糖（92 mg），经过六步和四次色谱纯化后总产率为16%。