Bz(4-Me)(-3)[TBDPS(-5)]2-deoxy-D-eryPenf(b)-thymin-1-yl | 197719-54-3

• 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: Bz(4-Me)(-3)[TBDPS(-5)]2-deoxy-D-eryPenf(b)-thymin-1-yl
• 英文别名: [(2R,3S,5R)-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] 4-methylbenzoate
• CAS: 197719-54-3
• 化学式: C₃₄H₃₈N₂O₆Si
• 分子量: 598.771
• InChiKey: JBZQSXHWWGWDKQ-FRXPANAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.24
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 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：

  Bz(4-Me)(-3)[TBDPS(-5)]2-deoxy-D-eryPenf(b)-thymin-1-yl 在 硫酸氢铵 、 六甲基二硅氮烷 作用下， 反应 4.0h， 生成 tert-butyl-(furan-2-ylmethoxy)-diphenyl-silane
  参考文献：
  名称：

  Facile Preparation of Protected Furanoid Glycals from Thymidine

  摘要：

  The synthesis of O-silyl- and O-acyl-protected furanose glycals from free thymidine was investigated. The method of glycal formation reported by Pedersen et al. was successfully expanded to include 5-ester (toluoyl) protected glycals as well as various combinations of 5'-ester and 3- and 5-tert-butyldimethylsilyl and tert-butyldiphenylsilyl protection. Gram quantities of furanoid glycals can be prepared in a few days in two-four synthetic steps in overall yields ranging from 17 to 80%.

  DOI：

  10.1021/jo970947s
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 Bz(4-Me)(-3)[TBDPS(-5)]2-deoxy-D-eryPenf(b)-thymin-1-yl
  参考文献：
  名称：

  Facile Preparation of Protected Furanoid Glycals from Thymidine

  摘要：

  The synthesis of O-silyl- and O-acyl-protected furanose glycals from free thymidine was investigated. The method of glycal formation reported by Pedersen et al. was successfully expanded to include 5-ester (toluoyl) protected glycals as well as various combinations of 5'-ester and 3- and 5-tert-butyldimethylsilyl and tert-butyldiphenylsilyl protection. Gram quantities of furanoid glycals can be prepared in a few days in two-four synthetic steps in overall yields ranging from 17 to 80%.

  DOI：

  10.1021/jo970947s

文献信息

• Facile Preparation of Protected Furanoid Glycals from Thymidine
  作者：Melissa A. Cameron、Sarah B. Cush、Robert P. Hammer

  DOI：10.1021/jo970947s

  日期：1997.12.1

  The synthesis of O-silyl- and O-acyl-protected furanose glycals from free thymidine was investigated. The method of glycal formation reported by Pedersen et al. was successfully expanded to include 5-ester (toluoyl) protected glycals as well as various combinations of 5'-ester and 3- and 5-tert-butyldimethylsilyl and tert-butyldiphenylsilyl protection. Gram quantities of furanoid glycals can be prepared in a few days in two-four synthetic steps in overall yields ranging from 17 to 80%.