5-O-(tert-butyldimethylsilyl)-1-<5-<2',4'-di(tert-butoxy)pyrimidinyl>>-2,3-O-isopropylidene-D-ribitol | 214956-62-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-O-(tert-butyldimethylsilyl)-1-<5-<2',4'-di(tert-butoxy)pyrimidinyl>>-2,3-O-isopropylidene-D-ribitol
• 英文别名: 5-O-(tert-Butyldimethylsilyl)-1-<5-<2',4'-di(tert-butoxy)pyrimidinyl>-2,3-O-isopropylidene>-D-ribitol；(1R)-1-[(4R,5S)-5-[[2,4-bis[(2-methylpropan-2-yl)oxy]pyrimidin-5-yl]-hydroxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2-[tert-butyl(dimethyl)silyl]oxyethanol
• CAS: 214956-62-4
• 化学式: C₂₆H₄₈N₂O₇Si
• 分子量: 528.762
• InChiKey: SXGLSKGKSJOYQS-XUBOLADHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  5-O-(tert-butyldimethylsilyl)-1-<5-<2',4'-di(tert-butoxy)pyrimidinyl>>-2,3-O-isopropylidene-D-ribitol 在 sodium tetrahydroborate 、 3 A molecular sieve 、 甲酸铵 、 sodium cyanoborohydride 、 二甲基亚砜 、 三乙胺 、 三氟乙酸酐 作用下， 反应 22.5h， 生成 5-O-(tert-butyldimethylsilyl)-1-β-<5-<2,4-di(tert-butoxy)pyrimidinyl>>-1,4-dideoxy-2',3'-O-isopropylidene-1,4-imino-L-lyxitol
  参考文献：
  名称：

  Synthesis and Properties of C-Azalyxonucleosides

  摘要：

  1-beta-(4-Imidazoyl)- and 1-beta-(5-uracilyl)-1,4-dideoxy-1,4-imino-L-lyxitols were synthesized stereoselectively via a sequential procedure by the addition of the corresponding metal salts of heterocycles, Swern oxidation, reductive aminocyclization, and deprotection. Their structures were determined based on X-ray crystallography. From the NMR measurements of their N-acyl derivatives, two rotational isomers were observed. Their bioassay is also described.

  DOI：

  10.1021/jo980492m
• 作为产物：
  描述：

  5-(tert-butyldimethylsilyloxy)-2,3-isopropylidenedioxy-D-ribofuranose 、 2,4-二叔丁氧基-5-溴嘧啶 在 乙基氯化镁 作用下， 生成 5-O-(tert-butyldimethylsilyl)-1-<5-<2',4'-di(tert-butoxy)pyrimidinyl>>-2,3-O-isopropylidene-D-ribitol
  参考文献：
  名称：

  Grignard and Cerium Reagents of Pyrimidine Derivatives

  摘要：

  5- (嘧啶基)氯化镁和氯化铈分别是通过 5-溴嘧啶与乙基氯化镁的卤素金属交换以及丁锂和氯化铈（III）的连续处理制备的。同样，5-[2,4-二（叔丁氧基）嘧啶基]氯化镁和氯化铈也分别是由 5-溴-2,4-二（叔丁氧基）嘧啶与乙基氯化镁和丁基氯化铈反应制备的。

  DOI：

  10.1055/s-1999-3404

文献信息

• Synthesis and Properties of <i>C</i>-Azalyxonucleosides
  作者：Atsuya Momotake、Jun Mito、Kentaro Yamaguchi、Hideo Togo、Masataka Yokoyama

  DOI：10.1021/jo980492m

  日期：1998.10.1

  1-beta-(4-Imidazoyl)- and 1-beta-(5-uracilyl)-1,4-dideoxy-1,4-imino-L-lyxitols were synthesized stereoselectively via a sequential procedure by the addition of the corresponding metal salts of heterocycles, Swern oxidation, reductive aminocyclization, and deprotection. Their structures were determined based on X-ray crystallography. From the NMR measurements of their N-acyl derivatives, two rotational isomers were observed. Their bioassay is also described.
• Grignard and Cerium Reagents of Pyrimidine Derivatives
  作者：Akihiko Shimura、Atsuya Momotake、Hideo Togo、Masataka Yokoyama

  DOI：10.1055/s-1999-3404

  日期：1999.3

  5-(Pyrimidinyl)magnesium and cerium chlorides were prepared via the halogen-metal exchange of 5-bromopyrimidine with ethylmagnesium chloride and a sequential treatment of butyllithium and cerium(III) chloride, respectively. In a similar way, 5-[2,4-di(tert-butoxy)pyrimidinyl]magnesium and cerium chlorides were prepared from the reaction of 5-bromo-2,4-di(tert-butoxy)-pyrimidine with ethylmagnesium chloride and butylcerium chloride, respectively.

  5- (嘧啶基)氯化镁和氯化铈分别是通过 5-溴嘧啶与乙基氯化镁的卤素金属交换以及丁锂和氯化铈（III）的连续处理制备的。同样，5-[2,4-二（叔丁氧基）嘧啶基]氯化镁和氯化铈也分别是由 5-溴-2,4-二（叔丁氧基）嘧啶与乙基氯化镁和丁基氯化铈反应制备的。