CAS: 80681-25-0; N-(9-((2R,3R,4R,5R)-3-Fluoro-4-Hydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)-6-Oxo-6,9-Dihydro-1H-Purin-2-yl)Isobutyramide

该化合物是一种经过修改的核核素侧,在糖2'的方位上有一个氟原子,在糖2'的方位上有一个异丁烯组,在碱2'位置上有一个异丁烯组.这种化合物的特点是其结构改变,与天然核核素相比,增强了其稳定性和生物活性.氟原子的存在可以影响化合物与酶的相互作用,并可能影响到其在生物过程中的作用.异丁基质类组还可能助长其亲脂性,影响其细胞吸收和致癌性.这种修改往往在抗病毒或抗癌疗法的范围内进行,因为它们能够改变化合物的功效和选择性.

英文名称N-(9-((2R,3R,4R,5R)-3-Fluoro-4-Hydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)-6-Oxo-6,9-Dihydro-1H-Purin-2-yl)Isobutyramide
中文名称N2-异丁酰-2'-氟脱氧鸟苷
IUPAC名称N-(9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide
其它别名Guanosine, 2'-Deoxy-2'-Fluoro-N-(2-Methyl-1-Oxopropyl)-; 2'-Deoxy-2'-Fluoro-N-(2-Methyl-1-Oxopropyl)Guanosine; 2'-Deoxy-2'-Fluoro-N-Isobutyrylguanosine; Ibu-2'-F-Dg; 2'-Deoxy-N2-Isobutyryl-2'-Fluoroguanosine; N-(9-((2R,3R,4R,5R)-3-Fluoro-4-Hydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)-6-Oxo-6,9-Dihydro-1H-Purin-2-yl)Isobutyramide; N2-Isobutyryl-2'-Deoxy-2'-Fluoroguanosine; N2-Ibu-2'-F-Dg
CAS编号80681-25-0
MFCD编号:MFCD15145246
分子式:C14H18FN5O5
分子量:355.33
产品CID: 1801908
产品分类医药中间体 → 原料药中间体

相似结构搜索
InChIKey: SLHADUUWJSVYGQ-HTFXMJNNSA-N
SLHADUUWJSVYGQ-HTFXMJNNSA-N…
计算化学: 氢键受体数8.0氢键供体数4.0可旋转键数4.0

MSDS等安全信息

警示词Warning
危险描述H302-H315-H320-H335-
防范说明P261-P280-P301+P312-P302+P352-P305+P351+P338-

上下游产品

2-isobutyryl-3'-O,5'-O-bis(tetrahydrofuranyl)-2'-deoxy-2'-fluoroguanosineN2-isobutyryl-3'-O,5'-O-bis(tetrahydrofuranyl)-2'-deoxy-2'-fluoroguanosine 2-isobutyryl-9-(2-fluoro-3,5-di-O-tetrahydropyran-2-yl-β-D-arabinofuranosyl)guanineN2-isobutyryl-9-(2-fluoro-3,5-di-O-tetrahydropyran-2-yl-β-D-arabinofuranosyl)guanine 9-β-D-arabinofuranosylguanine 2,6-diamino-9-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)purine2-isobutyryl-5'-O-monomethoxytrityl-2'-deoxy-2'-fluoroguanosineN2-isobutyryl-5'-O-monomethoxytrityl-2'-deoxy-2'-fluoroguanosine 2'-deoxy-2'-fluoroguanosine N-(9-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-fluoro-4-hydroxytetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide

合成工艺路线路线简述

69304-44-5 + 79-30-1 = 80681-25-0 [标题:Reaction Conditions
标题:Synthesis Of Suitably Protected Phosphoramidites Of 2'-Fluoro-2'-Deoxyguanosine And 2'-Amino-2'-Deoxyguanosine For Incorporation Into Oligoribonucleotides
作者:Benseler,Fritz; Williams,David M.; Eckstein,Fritz
参考文献:Nucleosides & Nucleotides 日期:1992 卷标:11(7) 页码:1333-51]

146954-68-9 = 80681-25-0 [标题:Reaction Conditions
标题:An Efficient And Scalable Synthesis Of Arabinosylguanine And 2'-Deoxy-2'-Fluoroguanosine
作者:Ross,Bruce S.; Springer,Robert H.; Sprankle,Kelly G.; Vasquez,Guillermo
参考文献:Nucleosides & Nucleotides 日期:1997 卷标:16(7-9) 页码:1645-1647

9-β-D-糖呋喃鸟嘌呤置于吡啶,4-二甲氨基吡啶,Ammonium Hydroxide,Sodium Hydroxide,三甲基氯硅烷,Dowex-50,四丁基氟化铵,对甲苯磺酸,氟化氢吡啶体系中,用四氢呋喃,1,4-二氧六环,吡啶,甲醇,二氯甲烷作为反应溶剂,化学反应生成 N2-异丁酰-2'-氟脱氧鸟苷
参考文献:An Efficient And Scalable Synthesis Of Arabinosylguanine And 2'-Deoxy-2'-Fluoro-Guanosine
标题:An Efficient And Scalable Synthesis Of Arabinosylguanine And 2'-Deoxy-2'-Fluoro-Guanosine
摘要:An Efficient Conversion From Commercially Available 2,6-Diaminopurine-2',3',5'-Tri-O-Benzyl Arabinoside To Arabinosylguanine And Its Further Transformation To 2'-Deoxy-2'-Fluoro-Guanosine Is Outlined. This Process Has Been Used To Produce More Than One Hundred Grams Of Final Product.
DOI:10.1080/07328319708006246