3'-O-benzoyl-5'-O-tert-butyldimethylsilyl-2'-deoxy-5-iodouridine | 185097-50-1

• 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: 3'-O-benzoyl-5'-O-tert-butyldimethylsilyl-2'-deoxy-5-iodouridine
• 英文别名: [(2R,3S,5R)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-(5-iodo-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate
• CAS: 185097-50-1
• 化学式: C₂₂H₂₉IN₂O₆Si
• 分子量: 572.472
• InChiKey: LFQSZSJKYUUAOE-RCCFBDPRSA-N

物化性质

• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  94.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3'-O-benzoyl-5'-O-tert-butyldimethylsilyl-2'-deoxy-5-iodouridine 在 碘 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 Benzoic acid (2R,3S,5R)-2-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxymethyl]-5-(5-iodo-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Vaino, Andrew R.; Depew, William T.; Szarek, Walter A., Chemical Communications, 1997, # 19, p. 1871 - 1872

  摘要：

  DOI：
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 吡啶 作用下， 生成 3'-O-benzoyl-5'-O-tert-butyldimethylsilyl-2'-deoxy-5-iodouridine
  参考文献：
  名称：

  Vaino, Andrew R.; Depew, William T.; Szarek, Walter A., Chemical Communications, 1997, # 19, p. 1871 - 1872

  摘要：

  DOI：

文献信息

• A mild and efficient method for the deprotection of tert-butyldimethylsilyl ethers using iodine in methanol
  作者：Andrew R. Vaino、Walter A. Szarek

  DOI：10.1039/cc9960002351

  日期：——

  An effective method for the cleavage of tert-butyldimethylsilyl ethers using a 1% solution of iodine in methanol is described.

  本文介绍了一种使用 1%的甲醇碘溶液裂解叔丁基二甲基硅醚的有效方法。
• Syntheses of inhibitors for the enzyme thymidine 5′-diphosphate-glucose-4,6-dehydratase (EC 4.2.1.46)
  作者：Andreas Naundorf、Werner Klaffke

  DOI：10.1016/s0008-6215(99)00074-9

  日期：1999.5

  Inhibitors of the enzyme thymidine 5'-diphosphate-glucose-4,6-dehydratase (EC 4.2.1.46) were synthesised starting from thymidine, 2-deoxy-uridine and -cytidine. The diphosphate moieties have either been replaced by methylene diphosphonate or phosphoryl hydroxyacetic acid to yield inhibitors in a similar range to thymidine 5'-diphosphate itself. Spacers were attached to various positions, of which those at C-5 of the nucleobase were suitable analogues and showed a mixed type of inhibition characteristics, whereas attachment at other sites led to marginally active or inactive inhibitors. These investigations will prepare the ground for developing a purification procedure based on affinity chromatography. (C) 1999 Elsevier Science Ltd. All rights reserved.