(2R,3R,4S,5R,6R)-2-[2-bis(phenylmethoxy)phosphorylethyl]-3,4,5,6-tetrakis(phenylmethoxy)oxane | 221545-37-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4S,5R,6R)-2-[2-bis(phenylmethoxy)phosphorylethyl]-3,4,5,6-tetrakis(phenylmethoxy)oxane
• CAS: 221545-37-5
• 化学式: C₄₉H₅₁O₈P
• 分子量: 798.913
• InChiKey: YTIYDALEBZLPKZ-OOWGBTMCSA-N

物化性质

• 沸点：
  858.137±65.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.237±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  58
• 可旋转键数：
  21
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  81.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5R,6R)-2-[2-bis(phenylmethoxy)phosphorylethyl]-3,4,5,6-tetrakis(phenylmethoxy)oxane 在 palladium dihydroxide 氢气 作用下， 生成 6-deoxy-6-(phosphonomethyl)-D-glucopyranoside
  参考文献：
  名称：

  Facile installation of the phosphonate and (α,α-difluoromethyl)phosphonate functionalities equipped with benzyl protection

  摘要：

  Under appropriate conditions, dibenzyl (lithiomethyl)phosphonate and dibenzyl (lithiodifluoromethyl)phosphonate displace primary triflates to provide convenient access to the corresponding phosphonates, carrying benzyl ester protecting groups. This approach is of particular advantage for phosphonate ester deprotection, which may be achieved by simple hydrogenolysis. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00077-5
• 作为产物：
  描述：

  sodium dibenzyl phosphite 在 六甲基磷酰三胺 、 正丁基锂 作用下， 反应 0.08h， 生成 (2R,3R,4S,5R,6R)-2-[2-bis(phenylmethoxy)phosphorylethyl]-3,4,5,6-tetrakis(phenylmethoxy)oxane
  参考文献：
  名称：

  Facile installation of the phosphonate and (α,α-difluoromethyl)phosphonate functionalities equipped with benzyl protection

  摘要：

  Under appropriate conditions, dibenzyl (lithiomethyl)phosphonate and dibenzyl (lithiodifluoromethyl)phosphonate displace primary triflates to provide convenient access to the corresponding phosphonates, carrying benzyl ester protecting groups. This approach is of particular advantage for phosphonate ester deprotection, which may be achieved by simple hydrogenolysis. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00077-5

文献信息

• Facile installation of the phosphonate and (α,α-difluoromethyl)phosphonate functionalities equipped with benzyl protection
  作者：David B. Berkowitz、Debnath Bhuniya、Gorka Peris

  DOI：10.1016/s0040-4039(99)00077-5

  日期：1999.3

  Under appropriate conditions, dibenzyl (lithiomethyl)phosphonate and dibenzyl (lithiodifluoromethyl)phosphonate displace primary triflates to provide convenient access to the corresponding phosphonates, carrying benzyl ester protecting groups. This approach is of particular advantage for phosphonate ester deprotection, which may be achieved by simple hydrogenolysis. (C) 1999 Elsevier Science Ltd. All rights reserved.