3-amino-6-tert-butyldimethylsilylmorphine | 1413928-95-6

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• 英文名称: 3-amino-6-tert-butyldimethylsilylmorphine
• 英文别名: (4R,4aR,7S,7aR,12bS)-7-[tert-butyl(dimethyl)silyl]oxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-amine
• CAS: 1413928-95-6
• 化学式: C₂₃H₃₄N₂O₂Si
• 分子量: 398.621
• InChiKey: KLTYCWZXQYPPFF-CHFPVBBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  47.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酰溴 、 3-amino-6-tert-butyldimethylsilylmorphine 在 三乙胺 、 乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以71%的产率得到3-acetamido-6-acetylmorphine
  参考文献：
  名称：

  Investigating the Effects of a Hydrolytically Stable Hapten and a Th1 Adjuvant on Heroin Vaccine Performance

  摘要：

  We challenged the performance of our previous heroin vaccine with a similar vaccine containing a more hydrolytically stable hapten analogue and a Th1 adjuvant (CpG ODN). Our results indicate that the elements of our previous vaccine are essential for its anti-heroin potency, i.e., a chemically labile hapten and an exclusively Th2 humoral response elicited by alum. Such design elements are critical for producing next-generation heroin vaccines.

  DOI：

  10.1021/jm301262z
• 作为产物：
  描述：

  3-triflyl-6-tert-butyldimethylsilylmorphine 在 盐酸羟胺 、 sodium acetate 、 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 16.5h， 生成 3-amino-6-tert-butyldimethylsilylmorphine
  参考文献：
  名称：

  Investigating the Effects of a Hydrolytically Stable Hapten and a Th1 Adjuvant on Heroin Vaccine Performance

  摘要：

  We challenged the performance of our previous heroin vaccine with a similar vaccine containing a more hydrolytically stable hapten analogue and a Th1 adjuvant (CpG ODN). Our results indicate that the elements of our previous vaccine are essential for its anti-heroin potency, i.e., a chemically labile hapten and an exclusively Th2 humoral response elicited by alum. Such design elements are critical for producing next-generation heroin vaccines.

  DOI：

  10.1021/jm301262z

文献信息

• Investigating the Effects of a Hydrolytically Stable Hapten and a Th1 Adjuvant on Heroin Vaccine Performance
  作者：Paul T. Bremer、Kim D. Janda

  DOI：10.1021/jm301262z

  日期：2012.12.13

  We challenged the performance of our previous heroin vaccine with a similar vaccine containing a more hydrolytically stable hapten analogue and a Th1 adjuvant (CpG ODN). Our results indicate that the elements of our previous vaccine are essential for its anti-heroin potency, i.e., a chemically labile hapten and an exclusively Th2 humoral response elicited by alum. Such design elements are critical for producing next-generation heroin vaccines.