(4R,4'R,5S)-5-((R)-2,2-dimethoxy-1-(undec-10-en-1-yloxy)ethyl)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolane) | 951129-63-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4R,4'R,5S)-5-((R)-2,2-dimethoxy-1-(undec-10-en-1-yloxy)ethyl)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolane)
• CAS: 951129-63-8
• 化学式: C₂₅H₄₆O₇
• 分子量: 458.636
• InChiKey: PLGZMTKGSLQKBW-YUMYIRISSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.97
• 重原子数：
  32.0
• 可旋转键数：
  16.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  64.61
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (4R,4'R,5S)-5-((R)-2,2-dimethoxy-1-(undec-10-en-1-yloxy)ethyl)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolane) 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 2-O-(undec-10-enyl)-D-glucopyranose
  参考文献：
  名称：

  Interaction of O-(undec-10-en)-yl-d-glucose derivatives with the Plasmodium falciparum hexose transporter (PfHT)

  摘要：

  All-O-undec-en-10-yl derivatives Of D-glucose have been prepared and their affinities for the Plasmodium falciparum hexose transporter (PMT) determined; the O-2 derivative displays a good apparent affinity for PfHT (K-1 = 2 mu M) with no significant interaction with the mammalian transporter GLUT1. This selectivity points to position -2 of glucose as an appropriate substitution site for the development of inhibitors of P. falciparum glucose uptake. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.021
• 作为产物：
  描述：

  3,4:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal 、 11-溴-1-十一烯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (4R,4'R,5S)-5-((R)-2,2-dimethoxy-1-(undec-10-en-1-yloxy)ethyl)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolane)
  参考文献：
  名称：

  Interaction of O-(undec-10-en)-yl-d-glucose derivatives with the Plasmodium falciparum hexose transporter (PfHT)

  摘要：

  All-O-undec-en-10-yl derivatives Of D-glucose have been prepared and their affinities for the Plasmodium falciparum hexose transporter (PMT) determined; the O-2 derivative displays a good apparent affinity for PfHT (K-1 = 2 mu M) with no significant interaction with the mammalian transporter GLUT1. This selectivity points to position -2 of glucose as an appropriate substitution site for the development of inhibitors of P. falciparum glucose uptake. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.021