2-amino-2-deoxy-1,4:3,6-dianhydroiditol hydrochloride | 1263309-32-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃类
• 英文名称: 2-amino-2-deoxy-1,4:3,6-dianhydroiditol hydrochloride
• CAS: 1263309-32-5
• 化学式: C6H12ClNO3
• 分子量: 181.62
• InChiKey: VSFKTMRKHVHYJE-SIQASLMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.11
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  64.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-2-deoxy-1,4:3,6-dianhydroiditol hydrochloride 在 Amberlyst A-26 hydroxide resin 作用下， 以 水 为溶剂， 反应 1.0h， 以70.5%的产率得到(3S,3aR,6S,6aR)-6-aminohexa[3,2-b]furan-3-alcohol
  参考文献：
  名称：

  Chiral building blocks from biomass: 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol

  摘要：

  An efficient route towards the synthesis of 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol 4 has been developed resulting in significant improvements in both isolated yields and purity when compared to literature procedures. As a consequence, resin-grade 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol 4 has become available for laboratory scale step-growth polymer synthesis. Additionally, an interesting renewable chiral 2-amino-2-deoxy-1,4-3,6-dianhydroiditol 10, has been isolated. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.031
• 作为产物：
  描述：

  potassium phtalimide 、 (3R,3aS,6R,6aS)-hexahydrofuro[3,2-b]furan-3,6-diyl bis(4-methylbenzenesulfonate) 在 水 、 盐酸 、 溶剂黄146 作用下， 以 二甲基亚砜 、 乙醇 为溶剂， 反应 48.17h， 以15.3 g的产率得到2,5-diamino-2,5-dideoxy-1,4:3,6-dianhydroiditol dihydrochloride
  参考文献：
  名称：

  Chiral building blocks from biomass: 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol

  摘要：

  An efficient route towards the synthesis of 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol 4 has been developed resulting in significant improvements in both isolated yields and purity when compared to literature procedures. As a consequence, resin-grade 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol 4 has become available for laboratory scale step-growth polymer synthesis. Additionally, an interesting renewable chiral 2-amino-2-deoxy-1,4-3,6-dianhydroiditol 10, has been isolated. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.031