(2R,3S)-5-O-(tert-butyldimethylsilyl)-1-<5-<2',4'-di(tert-butyloxy)pyrimidinyl>>-2,3-O-isopropylidene-1,4-pentanedione | 214956-64-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S)-5-O-(tert-butyldimethylsilyl)-1-<5-<2',4'-di(tert-butyloxy)pyrimidinyl>>-2,3-O-isopropylidene-1,4-pentanedione
• 英文别名: 1-[(4S,5R)-5-[2,4-bis[(2-methylpropan-2-yl)oxy]pyrimidine-5-carbonyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2-[tert-butyl(dimethyl)silyl]oxyethanone
• CAS: 214956-64-6
• 化学式: C₂₆H₄₄N₂O₇Si
• 分子量: 524.73
• InChiKey: UVZUVOHRTQACBY-UXHICEINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (2R,3S)-5-O-(tert-butyldimethylsilyl)-1-<5-<2',4'-di(tert-butyloxy)pyrimidinyl>>-2,3-O-isopropylidene-1,4-pentanedione 在 sodium tetrahydroborate 、 3 A molecular sieve 、 甲酸铵 、 sodium cyanoborohydride 作用下， 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：

  2,4-二叔丁氧基-5-溴嘧啶 在 4 A molecular sieve 、 正丁基氯化镁 、 二甲基亚砜 、 三乙胺 、 三氟乙酸酐 作用下， 反应 6.5h， 生成 (2R,3S)-5-O-(tert-butyldimethylsilyl)-1-<5-<2',4'-di(tert-butyloxy)pyrimidinyl>>-2,3-O-isopropylidene-1,4-pentanedione
  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