| 4-[(2-四氢吡喃)氧]苯酚的合成 |
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| 引用本文： | 张文征,戴立言,王晓钟,陈英奇.4-[(2-四氢吡喃)氧]苯酚的合成[J].高校化学工程学报,2010,24(1). |
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| 作者姓名： | 张文征 戴立言 王晓钟 陈英奇 |
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| 作者单位： | 浙江大学,化学工程与生物工程学系,浙江,杭州,310027 |
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| 摘 要： | 4-(2-四氢吡喃)氧]苯酚(脱氧熊果苷)是一种有效的酪氨酸酶抑制剂,可作为化妆品添加剂来实现美白功能。今以对苯二酚为原料,经过对苯二酚单苄醚化、另一酚羟基四氢吡喃醚化、加氢脱苄基等步骤合成4-(2-四氢吡喃)氧]苯酚。该路线中二氢吡喃保护羟基采用了吡啶对甲苯磺酸盐(PPTS)作催化剂,获得了满意的结果。各步反应比较适宜的工艺条件(反应温度,反应时间,摩尔收率)分别为,对苯二酚单苄醚化:75℃,3h,36%;另一酚羟基四氢吡喃醚化:30℃,5h,80%;加氢:30℃,24h,79%。产物熔点与文献报道相符,并通过1H-NMR确认了脱氧熊果苷的结构。
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| 关 键 词： | 酪氨酸酶抑制剂 脱氧熊果苷 吡啶对甲苯磺酸盐 合成 |
Synthesis of 4-[(Tetrahydro-2H-pyran-2-yl)oxy]phenol |
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| ZHANG Wen-zheng,DAI Li-yan,WANG Xiao-zhong,CHEN Ying-qi.Synthesis of 4-[(Tetrahydro-2H-pyran-2-yl)oxy]phenol[J].Journal of Chemical Engineering of Chinese Universities,2010,24(1). |
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| Authors: | ZHANG Wen-zheng DAI Li-yan WANG Xiao-zhong CHEN Ying-qi |
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| Affiliation: | Department of Chemical and Biological Engineering;Zhejiang University;Hangzhou 310027;China |
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| Abstract: | 4-(Tetrahydro-2U-pyran-2-yl)oxy]phenol is an effective tyrosinase inhibitor, which could be used as cosmetic additive to achieve lightening skin. A synthetic rout of 4-(Tetrahydro-2U-pyran-2-yl)oxy]phenol was designed by using hydroquinone as raw material and via hydroquinone monobenzyl etherification, another phenolic hydroxyl tetrahydropyran etherification and debenzylation by catalytic hydrogenation. Comparing with methods reported in literatures, the second step can get a good result with PPTS as cata... |
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| Keywords: | tyrosinase inhibitor deoxyArbutin PPTS synthesis |
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