P¹-[bis-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)] P²-[ethyl (2,3:5,6-di-O-isopropylidene-β-D-mannofuranosyl)] methylenebis(phosphonate)

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: P¹-[bis-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)] P²-[ethyl (2,3:5,6-di-O-isopropylidene-β-D-mannofuranosyl)] methylenebis(phosphonate)
• 英文别名: (1S,2R,6R,8R,9S)-8-[[[[(3aS,4S,6R,6aS)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]oxy-ethoxy-oxidophosphaniumyl]methyl-oxido-[[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]methoxy]phosphaniumyl]oxymethyl]-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecane
• 化学式: C₃₉H₆₄O₂₁P₂
• 分子量: 930.872
• InChiKey: HXZMVAZTKWBHRL-IYNUPTBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  62
• 可旋转键数：
  13
• 环数：
  9.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  222
• 氢给体数：
  0
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  ethyl (2,3:5,6-di-O-isopropylidene-D-mannofuranosyl) methylphosphonate 在 仲丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.75h， 生成 P¹-[bis-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl)] P²-[ethyl (2,3:5,6-di-O-isopropylidene-β-D-mannofuranosyl)] methylenebis(phosphonate)
  参考文献：
  名称：

  One-Pot Carbanionic Synthesis of P¹_,P²-Diglycosyl, P¹,P¹,P²-Triglycosyl, and P¹,P¹,P²,P²-Tetraribosyl Methylenediphosphonates

  摘要：

  Novel lithiated carbanions derived from ethyl glycosyl- and diglycosyl methylphosphonates were used in a direct and convenient synthesis of P-1, P-2-diglycosyl, P-1, P-1, P-2-triglycosyl, and P-1, P-1, P-2, P-2- tetraribosyl methylenediphosphonates involving a one-pot methylidenediphosphonylation of sugars.

  DOI：

  10.1021/jo061087v

文献信息

• One-Pot Carbanionic Synthesis of <i>P</i>¹_,<i>P</i>²-Diglycosyl, <i>P</i>¹,<i>P</i>¹,<i>P</i>²-Triglycosyl, and <i>P</i>¹,<i>P</i>¹,<i>P</i>²,<i>P</i>²-Tetraribosyl Methylenediphosphonates
  作者：Claude Grison、Hicham Chibli、Nicolas Barthès、Philippe Coutrot

  DOI：10.1021/jo061087v

  日期：2006.10.1

  Novel lithiated carbanions derived from ethyl glycosyl- and diglycosyl methylphosphonates were used in a direct and convenient synthesis of P-1, P-2-diglycosyl, P-1, P-1, P-2-triglycosyl, and P-1, P-1, P-2, P-2- tetraribosyl methylenediphosphonates involving a one-pot methylidenediphosphonylation of sugars.