4-Mercapto-N-[5-((2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-pentyl]-butyramide | 791618-25-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-Mercapto-N-[5-((2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-pentyl]-butyramide
• 英文别名: 4-sulfanyl-N-[5-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentyl]butanamide
• CAS: 791618-25-2
• 化学式: C₁₅H₂₉NO₇S
• 分子量: 367.464
• InChiKey: KUUDRSGUEZTDBO-IKSZGEOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  130
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  八乙烯基-POSS 、 4-Mercapto-N-[5-((2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-pentyl]-butyramide 在 偶氮二异丁腈 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以70%的产率得到4-[2-[3,5,7,9,11,13,15-heptakis[2-[4-oxo-4-[5-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentylamino]butyl]sulfanylethyl]-2,4,6,8,10,12,14,16,17,18,19,20-dodecaoxa-1,3,5,7,9,11,13,15-octasilapentacyclo[9.5.1.13,9.15,15.17,13]icosan-1-yl]ethylsulfanyl]-N-[5-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentyl]butanamide
  参考文献：
  名称：

  Efficient Preparation of Glycoclusters from Silsesquioxanes

  摘要：

  A new type of glycocluster based on polyhedral oligosilsesquioxanes (POSS) has been efficiently prepared from unprotected mannoside and lactoside employing a convergent approach of thiol-radical addition reaction. The versatility of this approach was demonstrated by functionalization of mannosides and lactosides of different-length spacers.

  DOI：

  10.1021/ol040043a
• 作为产物：
  描述：

  5-(Z-氨基)-1-戊醇 在 palladium on activated charcoal DL-dithiothreitol 、 氢气 、 sodium methylate 、 四氯化锡 、 碳酸氢钠 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 38.0h， 生成 4-Mercapto-N-[5-((2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-pentyl]-butyramide
  参考文献：
  名称：

  Efficient Preparation of Glycoclusters from Silsesquioxanes

  摘要：

  A new type of glycocluster based on polyhedral oligosilsesquioxanes (POSS) has been efficiently prepared from unprotected mannoside and lactoside employing a convergent approach of thiol-radical addition reaction. The versatility of this approach was demonstrated by functionalization of mannosides and lactosides of different-length spacers.

  DOI：

  10.1021/ol040043a

文献信息

• Efficient Preparation of Glycoclusters from Silsesquioxanes
  作者：Yongjun Gao、Atsuko Eguchi、Kazuaki Kakehi、Yuan C. Lee

  DOI：10.1021/ol040043a

  日期：2004.9.1

  A new type of glycocluster based on polyhedral oligosilsesquioxanes (POSS) has been efficiently prepared from unprotected mannoside and lactoside employing a convergent approach of thiol-radical addition reaction. The versatility of this approach was demonstrated by functionalization of mannosides and lactosides of different-length spacers.