[(2R,3S,4R,5R,6S)-5-(1,3-dioxoisoindol-2-yl)-6-[(2R,3S,4R,5R,6S)-5-(1,3-dioxoisoindol-2-yl)-6-fluoro-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl]oxy-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl] acetate | 159734-76-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4R,5R,6S)-5-(1,3-dioxoisoindol-2-yl)-6-[(2R,3S,4R,5R,6S)-5-(1,3-dioxoisoindol-2-yl)-6-fluoro-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl]oxy-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl] acetate
• CAS: 159734-76-6
• 化学式: C₅₈H₅₃FN₂O₁₃
• 分子量: 1005.06
• InChiKey: UXKREYALCZKTIH-CZCGLOTLSA-N

物化性质

• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  74
• 可旋转键数：
  20
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  166
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  p-methoxyphenyl (6-O-benzyl-2-deoxy-3-O-acetyl-2-phthalimido-α-D-glucopyranosyl)-(1→4)-2-deoxy-3-O-acetyl-6-O-benzyl-2-phthalimido-β-D-glucopyranoside 、 [(2R,3S,4R,5R,6S)-5-(1,3-dioxoisoindol-2-yl)-6-[(2R,3S,4R,5R,6S)-5-(1,3-dioxoisoindol-2-yl)-6-fluoro-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl]oxy-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl] acetate 在 hafnium(IV) trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以58%的产率得到p-methoxyphenyl (3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside)-(1→4)-(3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside) (1→4)-(3-Oacetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside)(1→4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  Hafnium(IV) Tetratriflate as a Glycosyl Fluoride Activation Reagent

  摘要：

  Hafnium(IV) tetratriflate was found to be a activator of glycosyl fluoride. The protocol was operationally simple and was widely applicable to a variety of substrates in both solid-phase and solution-phase glycosylation reactions.

  DOI：

  10.1021/jo400282x
• 作为产物：
  描述：

  2-((2S,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-fluoro-5-hydroxy-tetrahydro-pyran-3-yl)-isoindole-1,3-dione 、 phenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 在 N-碘代丁二酰亚胺 、 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到[(2R,3S,4R,5R,6S)-5-(1,3-dioxoisoindol-2-yl)-6-[(2R,3S,4R,5R,6S)-5-(1,3-dioxoisoindol-2-yl)-6-fluoro-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl]oxy-4-phenylmethoxy-2-(phenylmethoxymethyl)oxan-3-yl] acetate
  参考文献：
  名称：

  Orthogonal Glycosylation Strategy in Oligosaccharide Synthesis

  摘要：

  DOI：

  10.1021/ja00105a066

文献信息

• Synthetic studies on the lipooligosaccharide Nod Bj-IV (C18:1, Fuc, Gro) produced by Bradyrhizobium japonicum strain USDA61
  作者：Shinji Ikeshita、Yoshiaki Nakahara、Tomoya Ogawa

  DOI：10.1016/0008-6215(94)00368-p

  日期：1995.1