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SYNTHESIS OF ZEAXANTHIN-AND CRYPTOXANTHIN-#beta#-D-GLUCOPYRANOSIDES

机译:玉米黄质和隐黄嘌呤-#beta#-D-葡糖苷的合成

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摘要

#beta#-Glucosidation of (3R)-3-hydroxy-#beta#-ionone (6) was achieved in a reasonable yield by use of tetra-O-benzoyl-#alpha#-D-glucopyranosyl bromide (8c) as a glycosyl donor and silver triflate as an activator.The resulting glucoside (9) was transformed into the #beta#-apo-12'-car otenal (18),which was cndensed with the Wittig salt (19) or (20) to provide zeaxanthin-mono-#beta#-D-glucopyranoside (3) or cryptoxanthin-#beta#-D-glucopyranoside(4).
机译:通过使用四-O-苯甲酰基-#alpha#-D-吡喃葡萄糖基溴化物(8c)作为化合物,以合理的产率实现了(3R)-3-羟基-β-紫罗兰酮(6)的β-葡糖苷化。糖苷供体和三氟甲磺酸银作为活化剂。所得的糖苷(9)转化为#beta#-apo-12'-carotenal(18),然后与Wittig盐(19)或(20)稠合,得到玉米黄质-单-β-β-D-吡喃葡萄糖苷(3)或隐黄质-β-β-D-吡喃葡萄糖苷(4)。

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