CAS: 863329-62-8; (2R,3R,4S,5R)-5-(4-Benzamido-2-Oxopyrimidin-1(2H)-yl)-2-((Benzoyloxy)Methyl)-4-Hydroxy-4-Methyltetrahydrofuran-3-Yl Benzoate

英文名称(2R,3R,4S,5R)-5-(4-Benzamido-2-Oxopyrimidin-1(2H)-yl)-2-((Benzoyloxy)Methyl)-4-Hydroxy-4-Methyltetrahydrofuran-3-Yl Benzoate
中文名称(2R,3R,4S,5R)-5-(4-苯甲酰氨基-2-氧代嘧啶-1(2H)-基)-2-((苯甲酰氧基)甲基)-4-羟基-4-甲基四氢呋喃-3-基苯甲酸酯
IUPAC名称(2R,3R,4S,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4-hydroxy-4-methyltetrahydrofuran-3-yl benzoate
其它别名(2R,3R,4S,5R)-5-(4-苯甲酰氨基-2-氧代嘧啶-1(2H) - 基)-2 - ((苯; Sofosbuvir Impurity 12
CAS编号863329-62-8
MFCD编号:MFCD26961020
FDA UNII编号:CJP3QD2DRW
分子式:C31H27N3O8分子量:569.57
产品CID: 1864524
产品分类有机原料→生命科学→核苷&核苷酸→核苷、脱氧核苷及其他核苷

相似结构搜索
InChIKey: HDORPKUMVBVUIY-VDFUNGNBSA-N
InChI=1S/C31H27N3O8/c1-31(39)25(42-28(37)22-15-9-4-10-16-22)23(19-40-27(36)21-13-7-3-8-14-21)41-29(31)34-18-17-24(33-30(34)38)32-26(35)20-11-5-2-6-12-20/h2-18,23,25,29,39
计算化学: 氢键受体数10.0氢键供体数2.0可旋转键数8.0

相似化合物

1496551-70-2 817204-32-3 874638-94-5

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

4-benzoyl-2'-C-methyl-β-D-arabinofuranosylcytosineN4-benzoyl-2'-C-methyl-β-D-arabinofuranosylcytosine benzoyl chloride 4-benzoyl-1-[2-C-methyl-3,5-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl]cytosineN4-benzoyl-1-[2-C-methyl-3,5-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl]cytosine benzoic acid anhydride4-benzoyl-1-[2-deoxy-2-methylidene-3,5-di-O-benzoyl-β-D-glycero-pentofuranosyl]cytosineN4-benzoyl-1-[2-deoxy-2-methylidene-3,5-di-O-benzoyl-β-D-glycero-pentofuranosyl]cytosine (2R,3R,4R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4-fluoro-4-methyltetrahydrofuran-3-yl benzoate 4-benzoyl-2'-C-methyl-3',5'-di-O-benzoylcytidineN4-benzoyl-2'-C-methyl-3',5'-di-O-benzoylcytidine N-(1-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

合成工艺路线路线简述

13154-24-0 + 93-97-0 + 65-46-3 = 863329-62-8
反应条件:1.1 Solvents: Dimethylformamide; Rt1.2 Solvents: Dimethylformamide; Rt1.3 Reagents: Dimethyl Sulfoxide,Triethylamine,Trifluoroacetic Anhydride Solvents: Dimethyl Sulfoxide; Rt -> -15 °C2.1 Solvents: Diethyl Ether; Rt -> -78 °C; 1 H,-78 °C; 2 H,-78 °C2.2 Reagents: Ammonium Chloride Solvents: Water3.1 Reagents: Acetic Acid,Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; 0.75 H,Rt4.1 Solvents: Pyridine; Rt -> 0 °C; 10 Min,0 °C; 1.5 H
标题:Design,Synthesis,And Antiviral Activity Of 2'-Deoxy-2'-Fluoro-2'-C-Methyl-Cytidine,A Potent Inhibitor Of Hepatitis C Virus Replication
作者:Clark,Jeremy L.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2005 卷标:48(17) 页码:5504-5508]

98-88-4 + 817204-35-6 = 863329-62-8
反应条件:1.1 Solvents: Pyridine; Rt -> 0 °C; 10 Min,0 °C; 1.5 H
标题:Design,Synthesis,And Antiviral Activity Of 2'-Deoxy-2'-Fluoro-2'-C-Methyl-Cytidine,A Potent Inhibitor Of Hepatitis C Virus Replication
作者:Clark,Jeremy L.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2005 卷标:48(17) 页码:5504-5508]

18043-71-5 = 863329-62-8
反应条件:1.1 Reagents: Chlorine Solvents: Dichloromethane2.1 Solvents: Pyridine; Cooled; Overnight,Rt3.1 Reagents: Dimethyl Sulfoxide Solvents: Tetrahydrofuran; Rt3.2 Reagents: Trifluoroacetic Anhydride; -15 °C; 30 Min,-15 °C3.3 Reagents: Triethylamine; -15 °C; 1 H,Rt4.1 Solvents: Diethyl Ether; -78 °C; 2 H,-78 °C4.2 Reagents: Ammonium Chloride Solvents: Water; -78 °C5.1 Reagents: Acetic Acid,Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; Rt; 45 Min,Rt6.1 Solvents: Pyridine; -5 °C; 1.5 H,Rt
标题:Design,Synthesis And Conversion Evaluation In Rats Of Psi-6130 Prodrugs
作者:Zhang,Ming; Et Al
参考文献:Zhongguo Yaowu Huaxue Zazhi 日期:2011 卷标:21(5) 页码:335-344]

920-39-8 = 863329-62-8
反应条件:1.1 Reagents: Trichlorosilane Solvents: Diethyl Ether2.1 Reagents: Chlorine Solvents: Dichloromethane3.1 Solvents: Pyridine; Cooled; Overnight,Rt4.1 Reagents: Dimethyl Sulfoxide Solvents: Tetrahydrofuran; Rt4.2 Reagents: Trifluoroacetic Anhydride; -15 °C; 30 Min,-15 °C4.3 Reagents: Triethylamine; -15 °C; 1 H,Rt5.1 Solvents: Diethyl Ether; -78 °C; 2 H,-78 °C5.2 Reagents: Ammonium Chloride Solvents: Water; -78 °C6.1 Reagents: Acetic Acid,Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; Rt; 45 Min,Rt7.1 Solvents: Pyridine; -5 °C; 1.5 H,Rt
标题:Design,Synthesis And Conversion Evaluation In Rats Of Psi-6130 Prodrugs
作者:Zhang,Ming; Et Al
参考文献:Zhongguo Yaowu Huaxue Zazhi 日期:2011 卷标:21(5) 页码:335-344

📜胞苷置于吡啶,Tea,四丁基氟化铵,溶剂黄146,二甲基亚砜,三氟乙酸酐体系中,用四氢呋喃,乙醚,N,N-二甲基甲酰胺作为反应溶剂,化学反应 4.25H,反应生成 (2R,3R,4S,5R)-5-(4-苯甲酰氨基-2-氧代嘧啶-1(2H)-基)-2-((苯甲酰氧基)甲基)-4-羟基-4-甲基四氢呋喃-3-基苯甲酸酯
参考文献:2'-脱氧-2'-氟-2'-C-甲基胞苷(一种有效的丙型肝炎病毒复制抑制剂)的设计,合成和抗病毒活性.
标题:2'-脱氧-2'-氟-2'-C-甲基胞苷(一种有效的丙型肝炎病毒复制抑制剂)的设计,合成和抗病毒活性.
摘要:嘧啶核苷β-D-2'-脱氧-2'-氟-2'-C-甲基胞嘧啶核苷(1)被设计为丙型肝炎病毒rna依赖性rna聚合酶(hcv Rdrp)抑制剂.通过dast氟化n(4)-苯甲酰基-1-(2-甲基-3,5-二-O-苯甲酰基-β-D-阿拉伯呋喃糖基]胞嘧啶,得到n(4)-苯甲酰基-标题化合物,得到标题化合物. 1-[2-氟-2-甲基-3,5-二-O-苯甲酰基-β-D-呋喃呋喃糖基]胞嘧啶,从dast氟化得到的副产物为2'-C-甲基胞嘧啶核苷,并用于由共同的前体制备两种具有生物活性的化合物,在亚基因组hcv复制子检测系统中测定了化合物1和2'-C-甲基胞嘧啶核苷,发现它们是有效且选择性的hcv复制抑制剂,化合物1在hcv中显示出更高的抑制活性复制子测定与2'相比
DOI:10.1021/jm0502788