2,4,6-Triisopropyl-benzenesulfonic acid 1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-oxo-6-phenyl-1,2,3,6-tetrahydro-pyrimidin-4-yl ester | 124575-07-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 2,4,6-Triisopropyl-benzenesulfonic acid 1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-oxo-6-phenyl-1,2,3,6-tetrahydro-pyrimidin-4-yl ester
• 英文别名: [3-[(2R,3R,4R,5R)-3,4-bis[[tert-butyl(dimethyl)silyl]oxy]-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-2-oxo-4-phenyl-1,4-dihydropyrimidin-6-yl] 2,4,6-tri(propan-2-yl)benzenesulfonate
• CAS: 124575-07-1
• 化学式: C₄₈H₈₂N₂O₈SSi₃
• 分子量: 931.51
• InChiKey: KBWXYRLEONFTRH-KRKJWMQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.9
• 重原子数：
  62.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  112.63
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  4-O-triisopropylphenylsulfonyl tris-(t-butyldimethylsilyl) uridine 、 phenylmagnesium chloride 生成 2,4,6-Triisopropyl-benzenesulfonic acid 1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-2-oxo-6-phenyl-1,2,3,6-tetrahydro-pyrimidin-4-yl ester
  参考文献：
  名称：

  BISCHOFBERGER, NORBERT, TETRAHEDRON LETT., 30,(1989) N3, C. 1621-1624

  摘要：

  DOI：

文献信息

• Addition of Grignard Reagents to 4-O-TPS pyrimidine Nucleosides: Synthesis of 6-substituted 5,6-dihydropyrimidine nucleoside derivatives
  作者：Norbert Bischofberger

  DOI：10.1016/s0040-4039(00)99536-4

  日期：1989.1

  chloride and acetylides were found to add to 4-O-triisopropylphenylsulphonyl (TPS) uridine and thymidine derivatives at the 6-position leading to 6-substituted-3,6-dihydro-4-O-TPS pyrimidine nucleosides. Reaction with phenyl magnesium chloride resulted in addition at both the 6- and the 4-positions.

  发现甲基氯化镁，乙烯基氯化镁和乙炔化物在6位上加到4-O-三异丙基苯基磺酰基（TPS）尿苷和胸苷衍生物中，从而生成6-取代的3,6-3,6-二氢-4-O-TPS嘧啶核苷。与苯基氯化镁的反应导致在6-位和4-位均加成。