(1S,3S,4S,4aS,22aR)-3-Bromomethyl-1,4-dimethoxy-3,4,4a,6,7,9,10,17,18,20,21,22a-dodecahydro-1H-2,5,8,11,16,19,22-heptaoxa-dibenzo[a,j]cyclooctadecene | 157370-59-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,3S,4S,4aS,22aR)-3-Bromomethyl-1,4-dimethoxy-3,4,4a,6,7,9,10,17,18,20,21,22a-dodecahydro-1H-2,5,8,11,16,19,22-heptaoxa-dibenzo[a,j]cyclooctadecene
• 英文别名: (9R,10S,12S,13S,14S)-12-(bromomethyl)-10,13-dimethoxy-2,5,8,11,15,18,21-heptaoxatricyclo[20.4.0.09,14]hexacosa-1(26),22,24-triene
• CAS: 157370-59-7
• 化学式: C₂₂H₃₃BrO₉
• 分子量: 521.403
• InChiKey: KWEZPNDTEIZDJW-BDHVOXNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  83.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (1S,3S,4S,4aS,22aR)-3-Bromomethyl-1,4-dimethoxy-3,4,4a,6,7,9,10,17,18,20,21,22a-dodecahydro-1H-2,5,8,11,16,19,22-heptaoxa-dibenzo[a,j]cyclooctadecene 在 palladium on activated charcoal lithium aluminium tetrahydride 、 sodium azide 、 氢气 作用下， 生成 C-((1S,3R,4R,4aS,22aR)-1,4-Dimethoxy-3,4,4a,6,7,9,10,17,18,20,21,22a-dodecahydro-1H-2,5,8,11,16,19,22-heptaoxa-dibenzo[a,j]cyclooctadecen-3-yl)-methylamine
  参考文献：
  名称：

  Crown ethers with pendant primary amino-group for complexation of dopamine

  摘要：

  Two novel 18-6 crown ethers (compounds 6 and 8) derived from a common 6-amino-6-deoxy-alpha-D-glucopyranoside framework were prepared and successfully tested for their ability to extract dopamine perchlorate from an aqueous medium. The pendant primary amino-group of these hosts was found essential to interact with one of the phenolic function of dopamine.

  DOI：

  10.1016/s0040-4039(00)76964-4
• 作为产物：
  描述：

  硫酸二甲酯 、 methyl 4-O-benzoyl-6-bromo-6-deoxy-2,3-O-<1,2-bis(ethoxy-ethoxy)-benzenediyl>-α-D-glucopyranoside 以90%的产率得到(1S,3S,4S,4aS,22aR)-3-Bromomethyl-1,4-dimethoxy-3,4,4a,6,7,9,10,17,18,20,21,22a-dodecahydro-1H-2,5,8,11,16,19,22-heptaoxa-dibenzo[a,j]cyclooctadecene
  参考文献：
  名称：

  Crown ethers with pendant primary amino-group for complexation of dopamine

  摘要：

  Two novel 18-6 crown ethers (compounds 6 and 8) derived from a common 6-amino-6-deoxy-alpha-D-glucopyranoside framework were prepared and successfully tested for their ability to extract dopamine perchlorate from an aqueous medium. The pendant primary amino-group of these hosts was found essential to interact with one of the phenolic function of dopamine.

  DOI：

  10.1016/s0040-4039(00)76964-4