(6-(5-dimethylamino-naphthalene-1-sulfonyloxy)-2-naphthyl)-2,3,4-tri-O-acetyl-β-D-xylopyranoside | 940284-54-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (6-(5-dimethylamino-naphthalene-1-sulfonyloxy)-2-naphthyl)-2,3,4-tri-O-acetyl-β-D-xylopyranoside
• CAS: 940284-54-8
• 化学式: C₃₃H₃₃NO₁₁S
• 分子量: 651.691
• InChiKey: DTGZBUHTKWXULC-PPESYSCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  46.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  143.97
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (6-(5-dimethylamino-naphthalene-1-sulfonyloxy)-2-naphthyl)-2,3,4-tri-O-acetyl-β-D-xylopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以95%的产率得到2-(6-(5-dimethylamino-naphthalene-1-sulfonyloxy)-naphthyl)-β-D-xylopyranoside
  参考文献：
  名称：

  Evaluation of fluorescently labeled xylopyranosides as probes for proteoglycan biosynthesis

  摘要：

  A new fluorescent analog to the antiproliferative 2-(6-hydroxynaphthyl)-beta-D-xylopyranoside has been synthesized and tested on a T24 cell line. The new analog was efficiently uptaken by the T24 cells but did not initiate priming of GAG chains. The results are similar to other fluorescently labeled analogs and we propose that these compounds are too large and unpolar to efficiently function as GAG-primers. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.063
• 作为产物：
  描述：

  2-acetoxy-6-hydroxynaphthalene 在 potassium cyanide 、 三氟化硼乙醚 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.42h， 生成 (6-(5-dimethylamino-naphthalene-1-sulfonyloxy)-2-naphthyl)-2,3,4-tri-O-acetyl-β-D-xylopyranoside
  参考文献：
  名称：

  Evaluation of fluorescently labeled xylopyranosides as probes for proteoglycan biosynthesis

  摘要：

  A new fluorescent analog to the antiproliferative 2-(6-hydroxynaphthyl)-beta-D-xylopyranoside has been synthesized and tested on a T24 cell line. The new analog was efficiently uptaken by the T24 cells but did not initiate priming of GAG chains. The results are similar to other fluorescently labeled analogs and we propose that these compounds are too large and unpolar to efficiently function as GAG-primers. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.063