1,4-bis-(1,2:3,5-di-O-isopropylidene-α-D-glucofuranuronamido)-2-butyne

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4-bis-(1,2:3,5-di-O-isopropylidene-α-D-glucofuranuronamido)-2-butyne
• 英文别名: (1S,2R,6R,8S,9S)-4,4,11,11-tetramethyl-N-[4-[[(1S,2R,6R,8S,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[6.4.0.02,6]dodecane-9-carbonyl]amino]but-2-ynyl]-3,5,7,10,12-pentaoxatricyclo[6.4.0.02,6]dodecane-9-carboxamide
• 化学式: C₂₈H₄₀N₂O₁₂
• 分子量: 596.632
• InChiKey: PLNFPPURNUXRJC-AWTXJNSOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  42
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  151
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  D-glucurono-3,6-lactone acetonide 在 camphor-10-sulfonic acid 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 5.0h， 生成 1,4-bis-(1,2:3,5-di-O-isopropylidene-α-D-glucofuranuronamido)-2-butyne
  参考文献：
  名称：

  Synthesis of mono- and bisglucuronylated carboranes

  摘要：

  A route for the preparation of carborane-containing glucuronic acid derivatives is described. starting 17170111 1, 2-O-isopropylidene-alpha-D-glucuronolactone. The obtained Compounds are potential BNCT agents ready to be tested for their uptake in selected tumor cell lines. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.059

文献信息

• Synthesis of a Glycosylated<i>ortho</i>-Carboranyl Amino Acid
  作者：Christophe Morin、Christian Thimon、Luigi Panza

  DOI：10.1055/s-2003-40834

  日期：——

  The preparation of an ortho-carborane derivative bearing both carbohydrate and amino acid substituents is presented; opening of a glucofuranuro-γ-lactone derivative with propargylamines, cycloaddition of decaborane to an acetylenic bond and amidation with a N-Fmoc-glutamate derivative are the key-steps in this synthesis.

  本论文介绍了一种同时具有碳水化合物和氨基酸取代基的正硼烷衍生物的制备方法；丙炔胺打开葡萄糖呋喃内δ-内酯衍生物、癸硼烷与乙炔键发生环加成反应以及与 N-Fmoc-谷氨酸衍生物发生酰胺化反应是该合成方法的关键步骤。
• Synthesis of mono- and bisglucuronylated carboranes
  作者：Silvia Ronchi、Davide Prosperi、Christian Thimon、Christophe Morin、Luigi Panza

  DOI：10.1016/j.tetasy.2004.11.059

  日期：2005.1

  A route for the preparation of carborane-containing glucuronic acid derivatives is described. starting 17170111 1, 2-O-isopropylidene-alpha-D-glucuronolactone. The obtained Compounds are potential BNCT agents ready to be tested for their uptake in selected tumor cell lines. (C) 2004 Elsevier Ltd. All rights reserved.