3-((2-(((2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)ethyl)amino)-4-ethoxycyclobut-3-ene-1,2-dione | 1000408-50-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-((2-(((2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)ethyl)amino)-4-ethoxycyclobut-3-ene-1,2-dione
• CAS: 1000408-50-3
• 化学式: C₂₀H₃₁NO₁₄
• 分子量: 509.464
• InChiKey: VOJLWJLLLQFZJM-MHKZXHLYSA-N

物化性质

• 沸点：
  815.2±75.0 °C(Predicted)
• 密度：
  1.62±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -5.27
• 重原子数：
  35.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  233.93
• 氢给体数：
  8.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  3-((2-(((2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)ethyl)amino)-4-ethoxycyclobut-3-ene-1,2-dione 、 5-氨基-5-脱氧胸腺嘧啶脱氧核苷 在 Sodium tetraborate decahydrate 、 碳酸氢钠 作用下， 以84%的产率得到
  参考文献：
  名称：

  Preparation of carbohydrate–oligonucleotide conjugates using the squarate spacer

  摘要：

  Attachment of carbohydrates to oligonucleotides has proven to induce receptor-mediated endocytosis. A facile method for the formation of covalent linkages between glycans and oligonucleotides is herein described. Thus, use of 3,4-diethoxy-3-cyclobutene-1,2-dione as a linking reagent provides easy conjugation between carbohydrates bearing an amino group at the reducing end and oligonucleotides bearing an aminoalkyl modification. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.078
• 作为产物：
  描述：

  方酸二乙酯 、 2-aminoethyl β-D-galactopyranosyl-(1->4)-O-β-D-glucopyranoside 在 三乙胺 作用下， 以 甲醇 、 水 为溶剂， 反应 0.08h， 以87%的产率得到3-((2-(((2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)ethyl)amino)-4-ethoxycyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  Preparation of carbohydrate–oligonucleotide conjugates using the squarate spacer

  摘要：

  Attachment of carbohydrates to oligonucleotides has proven to induce receptor-mediated endocytosis. A facile method for the formation of covalent linkages between glycans and oligonucleotides is herein described. Thus, use of 3,4-diethoxy-3-cyclobutene-1,2-dione as a linking reagent provides easy conjugation between carbohydrates bearing an amino group at the reducing end and oligonucleotides bearing an aminoalkyl modification. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.09.078