CAS: 105330-59-4; 2-(3-Hydroxy-4-Methoxyphenyl)-5,7-Dimethoxychroman-3-Ol

该化合物是一种氟甲醚衍生物,其特点是其复杂的多酚结构.该化合物具有多种甲基氧和氢氧基组,有助于其潜在的抗氧化特性.苯丙基甲醚的存在表明,它属于各种生物活动已知的叶片类,包括抗炎和抗癌效应.以(2R,3S)配置为标志的立体化学,它提出了可能影响其生物相互作用和功效的具体空间安排.由于药用化学和药用化学应用的潜在应用,特别是植物产生的天然产品,该化合物对药用化学和药用和药剂具有兴趣.其溶解性,稳定性和再活性可因环境条件和其他化学物种的存在而有所不同,因此成为合成化学和自然化学产品的研究对象.

结构式图片

物理性质

MSDS等安全信息

上下游产品

(2S,3R,4S,5S,6R)-2-[5-((2R,3S)-3-Hydroxy-5,7-dimethoxy-chroman-2-yl)-2-methoxy-phenoxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol methyl iodide (2R,3S)-(+)-catechin 3',4',5,7-tetramethyl ether

合成工艺路线路线简述

    📜(2S,3R,4S,5S,6R)-2-[5-[(2R,3S)-3-Hydroxy-5,7-Dimethoxy-3,4-Dihydro-2H-Chromen-2-Yl]-2-Methoxyphenoxy]-6-(Hydroxymethyl)Oxane-3,4,5-Triol 以 水,二甲基亚砜 用作溶剂,以9 Mg的收率获得5,7,4'-三-O-甲基儿茶精
    参考文献:Tannins And Related Compounds. Xlv Rhubarb. 5 Isolation And Characterization Of Flavan-3-Ol And Procyanidin Glucosides.
    标题:Tannins And Related Compounds. Xlv Rhubarb. 5 Isolation And Characterization Of Flavan-3-Ol And Procyanidin Glucosides.
    摘要:通过对优质商品大黄(choukichio:(+)-Catechin 5-O-β-D-Glucopyranoside (1),(+)-Catechin 7-O-β-D-Glucopyranoside (2),Procyanidin B-2 8-C-β-D-Glucopyranoside (3) 和 Procyanidin B-2 6-C-β-D-Glucopyranoside (4).根据化学和光谱证据,前两种化合物被定性为(+)-儿茶素 3'-O-β-D-Glucopyranoside (5),(+)-Catechin 4'-O-β-D-Glucopyranoside (6),(+)-Catechin 7,3'-Di-O-β-D-Glucopyranoside (7),(+)-Catechin 5,3'-Di-O-β-D-Glucopyranoside (8),(+)-Catechin 3',4'-二-O-β-D-吡喃葡萄糖苷 (9),(+)-儿茶素 5,4'-二-O-β-D-吡喃葡萄糖苷 (10),(+)-儿茶素 8-C-β-D-吡喃葡萄糖苷 (11),(+)-儿茶素 6-C-β-D-吡喃葡萄糖苷 (12),原花青素 B-3 7-O-β-D-Glucopyranoside (13),原花青素 B-1 8-C-β-D-Glucopyranoside (14) 和原花青素 B-1 6-C-β-D-Glucopyranoside (15).
    Doi:10.1248/cpb.34.3208

    海关参考信息

    • 2905122000-异丙醇
      2905310000-1,2-乙二醇
      2905320000-1,2-丙二醇
      2905499000-其他多元醇
      2905590090-其他无环醇的卤化、磺化等衍生物
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    主要参考文献

    参考标题:An Efficient Synthesis Of The Four Mono Methylated Isomers Of (+)-Catechin Including The Major Metabolites And Of Some Dimethylated And Trimethylated Analogues Through Selective Protection Of The Catechol Ring
    作者:Cécile Cren-Olivé,Stéphane Lebrun,Christian Rolando |发布日期:2002.3.8
    摘要:The Four Monomethylated Isomers Of (+)-Catechin In Positions 3′, 4′, 5 And 7, Two Dimethylated Derivatives, The 5,7-Dimethylcatechin And The 3′,4′-Dimethylcatechin And Two Trimethylated Isomers Of (+)-Catechin In Positions 3′, 5, 7 And 4′, 5, 7 Were Synthesized By A New Method Based On Successive And Selective Protections Of The Various Phenol Functions Present On (+)-Catechin. The Key Step Was The Selective Protection Of The Catechol Ring With Dichlorodiphenylmethane And Di-Tert-Butyldichlorosilane.

    合成参考文献


    参考文献:10.1248/cpb.33.2281
    摘要:MORIMOTO S, NONAKA G, NISHIOKA I, EZAKI N, TAKIZAWA N. Tannins and related compounds. XXIX. Seven new methyl derivatives of flavan-3-ols and a 1,3-diarylpropan-2-ol from Cinnamomum cassia, C. obtusifolium and Lindera umbellata var. membranacea. Chem. Pharm. Bull. 1985;33(6):2281–6. doi: 10.1248/cpb.33.2281.
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