肌醇1,5-二磷酸 | 114418-78-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 肌醇1,5-二磷酸
• 英文名称: L-myo-inositol 3,5-bisphosphate
• 英文别名: myo-inositol 1,5-bisphosphate；1,5-diphosphate myo-inositol；myo-Inosit-2,4-diphosphat
• CAS: 114418-78-9
• 化学式: C₆H₁₄O₁₂P₂
• 分子量: 340.117
• InChiKey: PUVHMWJJTITUGO-SLWYWOEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  214.44
• 氢给体数：
  8.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  在 lithium hydroxide 作用下， 反应 3.0h， 生成 肌醇1,5-二磷酸
  参考文献：
  名称：

  Divergent Synthesis of All Possible Optically Active Regioisomers ofMyo‐Inositol Mono‐ and Bisphosphates

  摘要：

  All possible optically active regioisomers of myo- inositol mono- and bisphosphates were synthesized using inositol derivatives suitably protected with various protecting groups (IR(n)s) as key intermediates. A series of procedures including Novozym 435 catalyzed enzymatic resolution of (3aR, 4S, 7S, 7aR)-rel-3a, 4,7,7a-tetrahydro- 2,2-dimethyl- 1,3- benzodioxole-4,7- diol diacetate, several protection and deprotection reactions, and acyl migration afforded two enantiomeric pairs of IR5 and six enantiomeric pairs of IR4. Phosphorylation of these key intermediates by the phosphitylation and oxidation procedure gave the target products after removal of the protecting groups.[GRAPHICS]

  DOI：

  10.1080/07328300701540225

文献信息

• A Chiral Phosphoramidite Reagent for the Synthesis of Inositol Phosphates
  作者：Estelle Durantie、Samuel Huwiler、Jean-Christophe Leroux、Bastien Castagner

  DOI：10.1021/acs.orglett.6b01374

  日期：2016.7.1

  There is a paucity of chiral phosphoramidite reagents or chiral catalysis methods for the synthesis of biologically relevant inositol phosphates. A new C2-symmetrical chiral phosphoramidite has been developed and successfully applied to the synthesis of a set of chiral inositol bisphosphates. The reagent allowed bis-phosphorylation and chiral resolution, resulting in a concise synthetic route, thus

  缺乏用于合成生物学相关的肌醇磷酸酯的手性亚磷酰胺试剂或手性催化方法。已经开发了一种新的C 2对称手性亚磷酰胺，并将其成功地用于合成一组手性肌醇双磷酸酯。该试剂实现了双磷酸化和手性拆分，从而产生了简洁的合成路线，从而扩展了可用于以高光学纯度制备生物学上相关的肌醇磷酸酯的工具箱。