CAS: 154110-40-4; (2R,3S,5R)-5-(4-Acetamido-2-Oxopyrimidin-1(2H)-yl)-2-((Bis(4-Methoxyphenyl)(Phenyl)Methoxy)Methyl)Tetrahydrofuran-3-Yl (2-Cyanoethyl) Diisopropylphosphoramidite

该化合物是一种合成核素派衍生物,通常用于寡核素合成领域.该化合物具有一个经过修改的细胞基质,其中包括N4位置的乙基基和5'二甲基氧三基保护组,这加强了合成过程中的稳定性和溶解性.三位置的磷米地功能使得能够有效地结合自动DNA合成,便利磷酸化物的形成. 乙基和二异丙基基化合物的存在有助于分子的整体再活性和溶性,使之适合融入亚化亚化物.该化合物通常用于研究和治疗应用,特别是用于开发抗生素的亚化核素和溶液分泌基质抗干扰技术.其结构的改进是其生物稳定性.

英文名称(2R,3S,5R)-5-(4-Acetamido-2-Oxopyrimidin-1(2H)-yl)-2-((Bis(4-Methoxyphenyl)(Phenyl)Methoxy)Methyl)Tetrahydrofuran-3-Yl (2-Cyanoethyl) Diisopropylphosphoramidite
中文名称(2R,3S,5R)-5-(4-乙酰氨基-2-氧代嘧啶-1(2H)-基)-2-((双(4-甲氧基苯基)(苯基)甲氧基)甲基)四氢呋喃-3-基 (2-氰乙基) 二异丙基亚磷酰胺
IUPAC名称(2R,3S,5R)-5-(4-acetamido-2-oxopyrimidin-1(2H)-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite
其它别名(2S,3R,5S)-5-(4-Acetamido-2-Oxopyrimidin-1(2H)-yl)-2-((Bis(4-Methoxyphenyl)(Phenl)Methoxy)Methyl)Tetrahydrofuran-3-Yl (2-Cyanoethyl) Diisopropylphosphoramidite; 4-Acetamido-1-(5-O-[bis(4-Methoxyphenyl)(Phenyl)Methyl]-3-O-
CAS编号154110-40-4
MFCD编号:MFCD09842112
分子式:C41H50N5O8P
分子量:771.84
产品CID: 759322
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: MECWEBCHRKVTNV-QQIWIMIASA-N
MECWEBCHRKVTNV-QQIWIMIASA-N…
计算化学: 氢键受体数12.0氢键供体数1.0可旋转键数18.0

相似化合物

1873306-74-1 199593-09-4 159414-99-0

物理性质

pKa:10.26±0.20(预测)
PSA:146.4
LogP:7.17628
溶解性DMSO: 100 mg/mL (129.56 Mm; Need Ultrasonic)
外观形态白色至类白色粉末
储存条件-20°C
产品应用该化合物用于超分子凝胶,取决于核分子基和盐的存在.

上下游产品

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine 5'-O-(4,4'dimethoxytrityl)-N4-(acetyl)-2'-deoxycytidine 4,4'-dimethoxytrityl chloride 4-acetyl-2'-deoxycytidineN4-acetyl-2'-deoxycytidine 5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3'-O-[(2-cyanoethyl)-N,N-diisopropylphosphoramidite]

合成工艺路线路线简述

合成目标产物 Dmt-Dc(Ac) Phosphoramidite 主要起始原料 4,4'-Dimethoxytrityl Chloride
(文献来源)合成步骤主要原料 4,4'-Dimethoxytrityl Chloride

2'-脱氧胞嘧啶核苷置于吡啶,N,N-二异丙基乙胺体系中,用四氢呋喃,N,N-二甲基甲酰胺用作溶剂,化学反应生成Ac-Dc 亚磷酰胺单体
参考文献:Ultrafast Cleavage And Deprotection Of Oligonucleotides Synthesis And Use Of Cacderivatives
标题:Ultrafast Cleavage And Deprotection Of Oligonucleotides Synthesis And Use Of Cacderivatives
摘要:We Have Investigated The Use Of Alkylamines As Fast Cleavage And Deprotection Reagents For The Solid Phase Synthesis Of Oligonucleotides And Found Methylamine/ammonium Hydroxide (Or Methylamine) As An Efficient Reagent. The Transamination Side Product Formed With The Commonly Used Dc(Bz) Has Been Eliminated By The Use Of Dc(Ac) Phosphoramidite. This System Has Successfully Been Used In The Synthesis Of Oligonucleotides And Oligonucleoside Phosphorothioates. Dmt Dc(Ac) Hydrogen Phosphonate And Dmt Ribo C-Ac-2'-Ome Phosphoramidite Also Have Been Prepared And Used In The Synthesis Of Oligonucleotides.
Doi:10.1080/07328319708006236