CAS: 25442-42-6; (2R,3R,5R)-8-Methyl-3-((Trityloxy)Methyl)-2,3-Dihydro-2,5-Methanopyrimido[2,1-B][1,5,3]Dioxazepin-9(5H)-One

该化合物是一种受保护的核分子派衍生物,广泛用于合成有机化学和制药研究.其主要结构特征包括五点三重基体,它能提高溶性和稳定性,以及一座2,3 ' an hydle桥,它能有选择地实现功能化,以便进行进一步的修改.该化合物是合成改良核分子,核糖核酸酯和潜在的抗病毒剂或抗癌剂的多功能中间体. 三重体保护有利于在温和条件下进行有节制的保护,确保随后的反应具有高度选择性. 其定义明确的再活动特征有助于精密地建造复杂的核分子侧模拟,支持医药化学和药物开发的应用.

英文名称(2R,3R,5R)-8-Methyl-3-((Trityloxy)Methyl)-2,3-Dihydro-2,5-Methanopyrimido[2,1-B][1,5,3]Dioxazepin-9(5H)-One
中文名称(2R,3R,5R)-8-甲基-3-((三苯甲基氧基)甲基)-2,3-二氢-5H,9H-2,5-甲并嘧啶并[2,1-b][1,5,3] 二氧氮杂庚烷-9-酮
IUPAC名称(2R,3R,5R)-8-methyl-3-((trityloxy)methyl)-2,3-dihydro-5H,9H-2,5-methanopyrimido[2,1-b][1,5,3]dioxazepin-9-one
其它别名5-O-Triphenylmethyl-2-Deoxy-2,3-Didehyrothymidine; 5-O-Trityl-2',3'-Anhydrothymidine; 2,3-Dihydro-8-Methyl-3-[(Trityloxy)Methyl]-2,5-Methano-5H,9H-Pyrimido[2,1-B][1,5,3]Dioxazepin-9-One; 2,3'-Anhydro-1-(2-Deoxy-5-O-Trityl-B-D-Threo-Pentofuranosyl)-Thymine; 5'-Trityl-2'-Deoxy-2,3'-Didehydrothymidine; 5'-O-Triphenylmethyl-2-Deoxy-2',3-Didehydrothymidine; 5''-O-Trityl-2,3''-Anhydrothymidine (5-Ott+1); (2R,3R,5R)-2,3-Dihydro-8-Methyl-3-[(Triphenylmethoxy)Methyl]-2,5-Methano-5H,9H-Pyrimido[2,1-B][1,5,3]Dioxazepin-9-One
CAS编号25442-42-6
MFCD编号:MFCD11982549
分子式:C29H26N2O4
分子量:466.54
产品CID: 1214878
产品分类有机原料→分子砌块→手性化合物→手性砌块

相似结构搜索
InChIKey: BNYSGZUWMUNZBM-TWJOJJKGSA-N
InChI=1S/C29H26N2O4/c1-20-18-31-26-17-24(35-28(31)30-27(20)32)25(34-26)19-33-29(21-11-5-2-6-12-21,22-13-7-3-8-14-22)23-15-9-4-10-16-23/h2-16…
计算化学: 氢键受体数6.0氢键供体数0可旋转键数6

相似化合物

22423-26-3 40615-39-2 7791-71-1

物理性质

熔点229-230 °C
沸点595.7±60.0 °C at 760 mmHg
闪点314.1±32.9 °C
密度1.2±0.1 g/cm3
pKa:-3.52±0.40(预测)
PSA:62.58
LogP:4.60892
折射率1.617
蒸汽压0.0±1.7 mmHg at 25°C
溶解性Chloroform (Slightly), Methanol (Slightly, Heated)
外观形态白色至淡黄色固体
储存条件2-8°C

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
安全声明H303+H313+H333

上下游产品

合成工艺路线路线简述

3'-α-(Phenylselenyl)-5'-O-Trityl-3'-Deoxythymidine置于吡啶,双氧水体系中,用二氯甲烷用作溶剂,以24%的收率获得5'-三苯甲基-2'-脱氧-2,3'-双脱氢胸苷
参考文献:Selenium Nucleophiles For The Preparation Of Antiviral Nucleosides
标题:Selenium Nucleophiles For The Preparation Of Antiviral Nucleosides
摘要:The Reactivity Of Nucleophilic Selenium Species Toward Nucleoside Derivatives Has Been Examined. A Number Of New 2'-Deoxyribose Nucleosides Have Been Synthesized Using This Methodology. The Cis Elimination Of The Selenoxide Obtained From The Oxidation Of The Corresponding Phenylselenide Has Been Shown To Be An Efficient Method For The Preparation Of The 2',3'-Unsaturated Antiviral Nucleoside 1-(2,3-Dideoxy-Beta-D-Glycero-Pent-2-Enofuranosyl)Thymine (Dat).
Doi:10.1021/jo00006A037