(2S,3R,4S,5R,6R)-2-(4-Allyloxy-phenoxy)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran | 848940-04-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3R,4S,5R,6R)-2-(4-Allyloxy-phenoxy)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran
• CAS: 848940-04-5
• 化学式: C₄₃H₄₄O₇
• 分子量: 672.818
• InChiKey: VYIMDWFAIBCWJC-BQLIBBPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.33
• 重原子数：
  50.0
• 可旋转键数：
  18.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 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：

  (2S,3R,4S,5R,6R)-2-(4-Allyloxy-phenoxy)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran 在 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 、 sodium perchlorate 、 臭氧 、 三苯基膦 作用下， 以 二氯甲烷 、 叔丁醇 为溶剂， 生成 2-[4-[(2S,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxyphenoxy]acetic acid
  参考文献：
  名称：

  Synthesis of mono-glucose-branched cyclodextrins with a high inclusion ability for doxorubicin and their efficient glycosylation using Mucor hiemalis endo-β-N-acetylglucosaminidase

  摘要：

  The mono-glucose-branched cyclodextrins having an appropriate spacer between the beta-cyclodextrin and a glucose moiety were synthesized from beta-cyclodextrin and arbutin. They had the significantly high association constants for doxorubicin, the anticancer agent, in the range of 10(5)-10(6) M-1, and worked as highly reactive glycosyl acceptors for the transglycosylation reaction by endo-beta-N-acetylglucosaminidase of Mucor hiemalis to produce sialo-complex type oligosaccharide-branched cyclodextrins in the high yields of 65-67%. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.040
• 作为产物：
  描述：

  熊果苷 在 sodium hydroxide 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 生成 (2S,3R,4S,5R,6R)-2-(4-Allyloxy-phenoxy)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran
  参考文献：
  名称：

  Synthesis of mono-glucose-branched cyclodextrins with a high inclusion ability for doxorubicin and their efficient glycosylation using Mucor hiemalis endo-β-N-acetylglucosaminidase

  摘要：

  The mono-glucose-branched cyclodextrins having an appropriate spacer between the beta-cyclodextrin and a glucose moiety were synthesized from beta-cyclodextrin and arbutin. They had the significantly high association constants for doxorubicin, the anticancer agent, in the range of 10(5)-10(6) M-1, and worked as highly reactive glycosyl acceptors for the transglycosylation reaction by endo-beta-N-acetylglucosaminidase of Mucor hiemalis to produce sialo-complex type oligosaccharide-branched cyclodextrins in the high yields of 65-67%. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.040