This report describes the efficient synthesis of quercetin 3-O-[6^″-O-(trans-p-coumaroyl)]-β-D-glucopyranoside 1 (isoquercitrin coumarate), an acylated quercetin glycoside possessing antihypertensive, antidiabetic, and tyrosinase inhibitory activities. The synthesis is initiated from commercially available quercetin via regioselective benzylation of quercetin to produce 4′, 7-di-O-benzylquercetin (4). Through 4, 1 was successfully achieved via selective β-glycosylation of the 3-OH, acylation of 6^″-OH, and finally debenzylation via catalytic transfer hydrogenation.

中文翻译：

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槲皮素3- O- [6 ^'' - O-（反式-对香豆酰基）]- β -D-葡糖苷的合成

这份报告描述了槲皮素3- O- [6 ^'' - O-（反式-对-香豆酰基）]- β -D-吡喃葡萄糖苷1（异槲皮苷香豆酸酯）的有效合成，这种酰化的槲皮素糖苷具有降压，抗糖尿病和酪氨酸酶抑制作用活动。通过槲皮素的区域选择性苄基化作用，从市售的槲皮素开始合成，以生成4'，7-二-O-苄基槲皮素（4）。通过4，成功地通过3-OH的选择性β-糖基化，6 ^''的酰化成功实现了1-OH，最后通过催化转移氢化脱苄基。