CAS: 87562-14-9; Randaiol

该化合物是属于一种化学化合物的化学化合物,具体而言,是一种双环单体,其特点是独特的结构,包括一个有助于其独特的物理和化学特性的双环框架;Landaiol通常存在于某些植物物种中,因其芳香和口味工业中的潜在用途而闻名.此外,它可能展示生物活动,在药理学和自然产品化学领域引起兴趣.该化合物一般在标准条件下稳定,但与许多有机化合物一样,对光和空气可能很敏感,需要适当的储存条件来保持其完整性.其溶性特征可能各异,通常比水中有机溶剂更易溶.总的来说,Randaiol是自然产品及其应用领域的令人着迷的学科.

英文名称Randaiol
中文名称厚朴三酚
IUPAC名称Randaiol
其它别名5-(2-Propenyl)-1,1'-Biphenyl-2,2',5'-Triol; Randaiol; Magnotriol; Magnotriol A; [1,1'-Biphenyl]-2,2',5-Triol, 5'-(2-Propen-1-yl)-
CAS编号87562-14-9
MFCD编号:MFCD26406128
分子式:C15H14O3分子量:242.27
产品CID: 1883486
产品分类有机原料→分子砌块→芳环类化合物→苯类化合物

相似结构搜索
InChIKey: KIQCVMGDSBIIGW-UHFFFAOYSA-N
InChI=1S/C15H14O3/c1-2-3-10-4-6-14(17)12(8-10)13-9-11(16)5-7-15(13)18/h2,4-9,16-18H,1,3H2
计算化学: 氢键受体数3.0氢键供体数3.0可旋转键数3.0

MSDS等安全信息

GHS符号GHS07
警示词Warning
危险描述H302-H315-H319-H335
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
安全声明H303+H313+H333

上下游产品

5-Allyl-2,2',5'-Trimethoxy-1,1'-Biphenyl 138591-47-6

合成工艺路线路线简述

138591-47-6 = 87562-14-9
反应条件:1.1 Reagents: Bis(Trifluoroacetoxy)Iodobenzene Solvents: Acetonitrile,Water; 2 H,0 °C2.1 Reagents: Sodium Borohydride Solvents: Ethanol; 10 Min,0 °C2.2 Reagents: Water3.1 Reagents: Aluminum Chloride Solvents: Dimethyl Sulfide; 0 °C; 0 °C -> Rt; 2 H,Rt3.2 Reagents: Water
标题:A Silica-Gel Accelerated [4 + 2] Cycloaddition-Based Biomimetic Approach Towards The First Total Synthesis Of Magterpenoid C
作者:Kumar,Dileep; Et Al
参考文献:Tetrahedron Letters 日期:2019 卷标:60(42)]

140-67-0 = 87562-14-9
反应条件:1.1 Reagents: Bromine Solvents: Carbon Tetrachloride; 12 H,0 °C1.2 Reagents: Acetic Acid,Zinc Solvents: Diethyl Ether; 12 H,0 °C2.1 Reagents: Butyllithium,Triisopropyl Borate Solvents: Tetrahydrofuran; 16 H,Rt3.1 Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: 1,2-Dimethoxyethane; 30 Min,Rt3.2 Reagents: Sodium Carbonate Solvents: 1,2-Dimethoxyethane,Water; 6 H,Reflux3.3 Reagents: Ammonium Chloride Solvents: Water4.1 Reagents: Bis(Trifluoroacetoxy)Iodobenzene Solvents: Acetonitrile,Water; 2 H,0 °C5.1 Reagents: Sodium Borohydride Solvents: Ethanol; 10 Min,0 °C5.2 Reagents: Water6.1 Reagents: Aluminum Chloride Solvents: Dimethyl Sulfide; 0 °C; 0 °C -> Rt; 2 H,Rt6.2 Reagents: Water
标题:A Silica-Gel Accelerated [4 + 2] Cycloaddition-Based Biomimetic Approach Towards The First Total Synthesis Of Magterpenoid C
作者:Kumar,Dileep; Et Al
参考文献:Tetrahedron Letters 日期:2019 卷标:60(42)]

2378421-75-9 = 87562-14-9
反应条件:1.1 Reagents: Aluminum Chloride Solvents: Dimethyl Sulfide; 0 °C; 0 °C -> Rt; 2 H,Rt1.2 Reagents: Water
标题:A Silica-Gel Accelerated [4 + 2] Cycloaddition-Based Biomimetic Approach Towards The First Total Synthesis Of Magterpenoid C
作者:Kumar,Dileep; Et Al
参考文献:Tetrahedron Letters 日期:2019 卷标:60(42)]

2378421-73-7 = 87562-14-9
反应条件:1.1 Reagents: Sodium Borohydride Solvents: Ethanol; 10 Min,0 °C1.2 Reagents: Water2.1 Reagents: Aluminum Chloride Solvents: Dimethyl Sulfide; 0 °C; 0 °C -> Rt; 2 H,Rt2.2 Reagents: Water
标题:A Silica-Gel Accelerated [4 + 2] Cycloaddition-Based Biomimetic Approach Towards The First Total Synthesis Of Magterpenoid C
作者:Kumar,Dileep; Et Al
参考文献:Tetrahedron Letters 日期:2019 卷标:60(42)]

25245-34-5 + 1227400-91-0 = 87562-14-9
反应条件:1.1 Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: 1,2-Dimethoxyethane; 30 Min,Rt1.2 Reagents: Sodium Carbonate Solvents: 1,2-Dimethoxyethane,Water; 6 H,Reflux1.3 Reagents: Ammonium Chloride Solvents: Water2.1 Reagents: Bis(Trifluoroacetoxy)Iodobenzene Solvents: Acetonitrile,Water; 2 H,0 °C3.1 Reagents: Sodium Borohydride Solvents: Ethanol; 10 Min,0 °C3.2 Reagents: Water4.1 Reagents: Aluminum Chloride Solvents: Dimethyl Sulfide; 0 °C; 0 °C -> Rt; 2 H,Rt4.2 Reagents: Water
标题:A Silica-Gel Accelerated [4 + 2] Cycloaddition-Based Biomimetic Approach Towards The First Total Synthesis Of Magterpenoid C
作者:Kumar,Dileep; Et Al
参考文献:Tetrahedron Letters 日期:2019 卷标:60(42)]

150-78-7 = 87562-14-9
反应条件:1.1 Reagents: Acetic Acid,Bromine; 1 H,0 °C -> Rt2.1 Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: 1,2-Dimethoxyethane; 30 Min,Rt2.2 Reagents: Sodium Carbonate Solvents: 1,2-Dimethoxyethane,Water; 6 H,Reflux2.3 Reagents: Ammonium Chloride Solvents: Water3.1 Reagents: Bis(Trifluoroacetoxy)Iodobenzene Solvents: Acetonitrile,Water; 2 H,0 °C4.1 Reagents: Sodium Borohydride Solvents: Ethanol; 10 Min,0 °C4.2 Reagents: Water5.1 Reagents: Aluminum Chloride Solvents: Dimethyl Sulfide; 0 °C; 0 °C -> Rt; 2 H,Rt5.2 Reagents: Water
标题:A Silica-Gel Accelerated [4 + 2] Cycloaddition-Based Biomimetic Approach Towards The First Total Synthesis Of Magterpenoid C
作者:Kumar,Dileep; Et Al
参考文献:Tetrahedron Letters 日期:2019 卷标:60(42)]

87688-94-6 = 87562-14-9
反应条件:1.1 Reagents: Butyllithium,Triisopropyl Borate Solvents: Tetrahydrofuran; 16 H,Rt2.1 Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: 1,2-Dimethoxyethane; 30 Min,Rt2.2 Reagents: Sodium Carbonate Solvents: 1,2-Dimethoxyethane,Water; 6 H,Reflux2.3 Reagents: Ammonium Chloride Solvents: Water3.1 Reagents: Bis(Trifluoroacetoxy)Iodobenzene Solvents: Acetonitrile,Water; 2 H,0 °C4.1 Reagents: Sodium Borohydride Solvents: Ethanol; 10 Min,0 °C4.2 Reagents: Water5.1 Reagents: Aluminum Chloride Solvents: Dimethyl Sulfide; 0 °C; 0 °C -> Rt; 2 H,Rt5.2 Reagents: Water
标题:A Silica-Gel Accelerated [4 + 2] Cycloaddition-Based Biomimetic Approach Towards The First Total Synthesis Of Magterpenoid C
作者:Kumar,Dileep; Et Al
参考文献:Tetrahedron Letters 日期:2019 卷标:60(42)]

= 87562-14-9
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 12 H,Rt2.1 Reagents: Acetic Acid,Bromine; 1 H,0 °C -> Rt3.1 Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: 1,2-Dimethoxyethane; 30 Min,Rt3.2 Reagents: Sodium Carbonate Solvents: 1,2-Dimethoxyethane,Water; 6 H,Reflux3.3 Reagents: Ammonium Chloride Solvents: Water4.1 Reagents: Bis(Trifluoroacetoxy)Iodobenzene Solvents: Acetonitrile,Water; 2 H,0 °C5.1 Reagents: Sodium Borohydride Solvents: Ethanol; 10 Min,0 °C5.2 Reagents: Water6.1 Reagents: Aluminum Chloride Solvents: Dimethyl Sulfide; 0 °C; 0 °C -> Rt; 2 H,Rt6.2 Reagents: Water
标题:A Silica-Gel Accelerated [4 + 2] Cycloaddition-Based Biomimetic Approach Towards The First Total Synthesis Of Magterpenoid C
作者:Kumar,Dileep; Et Al
参考文献:Tetrahedron Letters 日期:2019 卷标:60(42)

📜4-烯丙基苯甲醚置于aluminum (Iii) Chloride,Sodium Tetrahydroborate,四(三苯基膦)钯,正丁基锂,溴,Sodium Carbonate,[双(三氟乙酰氧基)碘]苯体系中,用四氢呋喃,四氯化碳,乙二醇二甲醚,乙醇,水,乙腈作为反应溶剂,化学反应 50.17H,反应生成厚朴三酚
参考文献:硅胶加速的[4 + 2]基于环加成的仿生方法,用于首次合成全萜类化合物c
标题:硅胶加速的[4 + 2]基于环加成的仿生方法,用于首次合成全萜类化合物c
摘要:通过硅胶加速的仿生仿生diels-Alder反应,β-月桂烯和randaiol衍生的醌之间实现了类人猿c的第一个全合成.但是,通过保护性狄尔斯-阿尔德反应对类胡萝卜素b应用类似策略未能递送天然产物.
DOI:10.1016/j.Tetlet.2019.151137

海关参考信息

2901210000-乙烯
2901220000-丙烯
2902600000-乙苯
2908199090-其他酚的卤化衍生物
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主要参考文献

[参考文献]: Shen Cc, Et Al. Phenolic Constituents From The Stem Bark Of Magnolia Officinalis. J Nat Prod. 2009 Jan;72(1):168-71.

合成参考文献

参考文献:10.1016/j.ejmech.2018.06.048
摘要:Tang H, Zhang Y, Li D, Fu S, Tang M, Wan L, Chen K, Liu Z, Xue L, Peng A, Ye H, Chen L. Discovery and synthesis of novel magnolol derivatives with potent anticancer activity in non-small cell lung cancer. European Journal of Medicinal Chemistry. 2018 Aug;156():190–205. doi: 10.1016/j.ejmech.2018.06.048.
参考文献:10.1021/np800494e
摘要:Shen CC, Ni CL, Shen YC, Huang YL, Kuo CH, Wu TS, Chen CC. Phenolic constituents from the stem bark of Magnolia officinalis. J Nat Prod. 2009 Jan;72(1):168–71. doi: 10.1021/np800494e.