bis(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl) methylphosphonate | 866478-80-0

• 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: bis(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl) methylphosphonate
• 英文别名: (1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-8-[[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]-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecane
• CAS: 866478-80-0
• 化学式: C₂₅H₄₁O₁₃P
• 分子量: 580.566
• InChiKey: JRNYDKHYGHKFPO-NMGJRLANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  134
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  bis(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl) methylphosphonate 在 正丁基锂 、 重水 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 以80%的产率得到ethyl (1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl) deuteriomethylphosphonate
  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
• 作为产物：
  描述：

  甲基膦酞二氯 、 双丙酮半乳糖 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 以85%的产率得到bis(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl) methylphosphonate
  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 access to methylenebis(phosphonate) analogues of natural P1,P2-glycosyl-disubstituted pyrophosphates
  作者：Claude Grison、Christophe Letondor、Hicham Chibli、Philippe Coutrot

  DOI：10.1016/j.tetlet.2005.07.076

  日期：2005.9

  Two novel lithiated carbanions derived from ethyl (1,2:3,4-diisopropylidene-α-d-galactopyranosyl) methyl phosphonate 3a and ethyl (1-O-methyl-2,3-O-isopropylidene-β-d-ribofuranosyl) methylphosphonate 3b were used in the one-pot alkylidene diphosphorylation of 2,3-O-isopropylidene uridine or 2,3:5,6-di-O-isopropylidene-d-mannofuranose to synthesise the methylenebis(phosphonate) analogues of natural

  衍生自乙基（1,2：3,4-二异亚丙基-α-d-半乳糖吡喃基）甲基膦酸酯3a和乙基（1 - O-甲基-2,3- O-异亚丙基-β-d-核糖）的两种新型锂化碳负离子呋喃糖基）甲基膦3B是在的一锅亚烷基diphosphorylation使用2,3- Ò异亚丙基尿苷或2,3：5,6-二- ö异亚丙基d-mannofuranose以合成的天然的亚甲基双（膦酸盐）类似物P 1，P 2-糖基二取代的焦磷酸盐。
• 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.