(2S,3R,4S,5R)-2-(allyloxy)-3,5-bis(benzyloxy)-4-((4-methoxybenzyl)oxy)tetrahydro-2H-pyran | 948582-26-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3R,4S,5R)-2-(allyloxy)-3,5-bis(benzyloxy)-4-((4-methoxybenzyl)oxy)tetrahydro-2H-pyran
• CAS: 948582-26-1
• 化学式: C₃₀H₃₄O₆
• 分子量: 490.596
• InChiKey: OXFGQVZZUAJGLF-ATIZSFMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.31
• 重原子数：
  36.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2S,3R,4S,5R)-2-(allyloxy)-3,5-bis(benzyloxy)-4-((4-methoxybenzyl)oxy)tetrahydro-2H-pyran 在 (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 (3aR,4R,6S,7S,7aR)-7-[(2S,3R,4S,5R)-3,5-bis(phenylmethoxy)-4-[(2S,3R,4S,5R)-3,4,5-tris(phenylmethoxy)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6-trimethyl-4-prop-2-enoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran
  参考文献：
  名称：

  Simple Glycosylation Reaction of Allyl Glycosides

  摘要：

  A simple glycosylation strategy employing only allyl glycosides is described. In a one-pot fashion, an allyl glycoside is first isomerized to the reactive 1-prop-en-yl glycoside intermediate, which subsequently undergoes glycosylation with a glycosyl acceptor, promoted by NIS at room temperature.

  DOI：

  10.1021/jo070512x
• 作为产物：
  描述：

  allyl 2,4-di-O-benzyl-α-D-xylopyranoside 、 4-甲氧基氯苄 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以80%的产率得到(2S,3R,4S,5R)-2-(allyloxy)-3,5-bis(benzyloxy)-4-((4-methoxybenzyl)oxy)tetrahydro-2H-pyran
  参考文献：
  名称：

  Simple Glycosylation Reaction of Allyl Glycosides

  摘要：

  A simple glycosylation strategy employing only allyl glycosides is described. In a one-pot fashion, an allyl glycoside is first isomerized to the reactive 1-prop-en-yl glycoside intermediate, which subsequently undergoes glycosylation with a glycosyl acceptor, promoted by NIS at room temperature.

  DOI：

  10.1021/jo070512x