(2'RS)-1,2,5,6-di-O-isopropylidene-3-O-(2',3'-epoxypropan-1'-yl)-α-D-allofuranose | 374111-25-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2'RS)-1,2,5,6-di-O-isopropylidene-3-O-(2',3'-epoxypropan-1'-yl)-α-D-allofuranose
• CAS: 374111-25-8
• 化学式: C₁₅H₂₄O₇
• 分子量: 316.351
• InChiKey: UJYWGCVKPNGAIK-XBKPPWAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  67.91
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2'RS)-1,2,5,6-di-O-isopropylidene-3-O-(2',3'-epoxypropan-1'-yl)-α-D-allofuranose 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 (2'RS)-1,2-O-isopropylidene-3-O-[3'-{1-(2-pyridyl)piperazin-4-yl}-2'-hydroxy-propan-1'-yl]-α-D-allofuranose
  参考文献：
  名称：

  Syntheses and immunomodulatory activity of 3-O-[2′-hydroxy-3′-N,N-disubstituted aminopropan-1′-yl]-α-d-glucofuranoses

  摘要：

  A number of 3-O-[2 ' -hydroxy-3 ' -N,N-aminopropan-l ' -yl]-alpha -D-glucofuranoses were synthesised by regioselective oxirane ring opening in compound 2 with different secondary amines followed by selective deacetalisation. All the compounds were tested for their immunomodulatory potential in vitro; seven of them expressed significant immunostimulant activity. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01234-x
• 作为产物：
  描述：

  环氧氯丙烷 、 1,2:5,6-二异亚丙基-alpha-D-异呋喃糖 在 sodium hydroxide 、 四丁基溴化铵 作用下， 反应 12.5h， 以80%的产率得到(2'RS)-1,2,5,6-di-O-isopropylidene-3-O-(2',3'-epoxypropan-1'-yl)-α-D-allofuranose
  参考文献：
  名称：

  Syntheses and immunomodulatory activity of 3-O-[2′-hydroxy-3′-N,N-disubstituted aminopropan-1′-yl]-α-d-glucofuranoses

  摘要：

  A number of 3-O-[2 ' -hydroxy-3 ' -N,N-aminopropan-l ' -yl]-alpha -D-glucofuranoses were synthesised by regioselective oxirane ring opening in compound 2 with different secondary amines followed by selective deacetalisation. All the compounds were tested for their immunomodulatory potential in vitro; seven of them expressed significant immunostimulant activity. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01234-x