[(1R,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,34S,36S,37R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49S,50R)-39,40,41,42,43,44,45,46,47,48,49-undecahydroxy-5,10,15,20,25,30,37-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,35,38-pentadecaoxanonacyclo[31.3.2.23,6.28,11.213,16.218,21.223,26.228,31.034,36]pentacontan-50-yl] 2,4,6-trimethylbenzenesulfonate | 862464-26-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(1R,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,34S,36S,37R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49S,50R)-39,40,41,42,43,44,45,46,47,48,49-undecahydroxy-5,10,15,20,25,30,37-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,35,38-pentadecaoxanonacyclo[31.3.2.23,6.28,11.213,16.218,21.223,26.228,31.034,36]pentacontan-50-yl] 2,4,6-trimethylbenzenesulfonate
• CAS: 862464-26-4
• 化学式: C₅₁H₇₈O₃₆S
• 分子量: 1299.22
• InChiKey: HILXOKIFBMUWCD-MVNKXXSNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -11.3
• 重原子数：
  88
• 可旋转键数：
  10
• 环数：
  22.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  558
• 氢给体数：
  18
• 氢受体数：
  36

反应信息

• 作为反应物：
  描述：

  [(1R,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,34S,36S,37R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49S,50R)-39,40,41,42,43,44,45,46,47,48,49-undecahydroxy-5,10,15,20,25,30,37-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,35,38-pentadecaoxanonacyclo[31.3.2.23,6.28,11.213,16.218,21.223,26.228,31.034,36]pentacontan-50-yl] 2,4,6-trimethylbenzenesulfonate 在 硫脲 作用下， 以 水 为溶剂， 反应 22.0h， 以61.5%的产率得到[(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18S,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37R,38R,39R,40R,41R,42S,43R,46R,47R,48R,49R)-36,37,38,39,40,41,42,46,47,48,49-undecahydroxy-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracont-44-en-43-yl] 2,4,6-trimethylbenzenesulfonate
  参考文献：
  名称：

  The first hetero-bifunctionalization of the secondary face of β-cyclodextrin: selective and efficient conversion of the A-ring of a 2A,2B-disulfonate to 2A,3A-epoxymannoside

  摘要：

  2A,2B-O,O-二(均三甲苯磺酰基)-β-环糊精的 A 环转化为 2A,3A-环氧甘露糖苷，而不影响其他磺酰化残基，这提供了在仲羟基侧进行异双功能化的第一种方法环糊精。

  DOI：

  10.1039/b502573g
• 作为产物：
  描述：

  2^A,2^B-O,O-di(mesitylenesulfonyl)-Sb-cyclodextrine 以 phosphate buffer 为溶剂， 反应 1.0h， 以72.2%的产率得到[(1R,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,34S,36S,37R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49S,50R)-39,40,41,42,43,44,45,46,47,48,49-undecahydroxy-5,10,15,20,25,30,37-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,35,38-pentadecaoxanonacyclo[31.3.2.23,6.28,11.213,16.218,21.223,26.228,31.034,36]pentacontan-50-yl] 2,4,6-trimethylbenzenesulfonate
  参考文献：
  名称：

  The first hetero-bifunctionalization of the secondary face of β-cyclodextrin: selective and efficient conversion of the A-ring of a 2A,2B-disulfonate to 2A,3A-epoxymannoside

  摘要：

  2A,2B-O,O-二(均三甲苯磺酰基)-β-环糊精的 A 环转化为 2A,3A-环氧甘露糖苷，而不影响其他磺酰化残基，这提供了在仲羟基侧进行异双功能化的第一种方法环糊精。

  DOI：

  10.1039/b502573g

文献信息

• Selective modification of β-cyclodextrin: an unexpected tandem reaction enables the cross-linking of C2A and C2B via a sulfur atom
  作者：Makoto Fukudome、Kazuki Yoshikawa、Kazutaka Koga、De-Qi Yuan、Kahee Fujita

  DOI：10.1039/b703943c

  日期：——

  2(A),3(A)-Alloepithio-2(B)-sulfonyl-beta-cyclodextrin undergoes a tandem reaction to generate an unprecedented C2(A)-S-C2(B)-bridged glucosyl-3(A),6(A)-anhydroglucoside segment.

  2（A），3（A）-Allopithio-2（B）-磺酰基-β-环糊精进行串联反应以生成空前的C2（A）-S-C2（B）-桥连的葡萄糖基-3（A）， 6（A）-脱水葡萄糖苷片段。
• The first hetero-bifunctionalization of the secondary face of β-cyclodextrin: selective and efficient conversion of the A-ring of a 2A,2B-disulfonate to 2A,3A-epoxymannoside
  作者：Makoto Fukudome、Yuji Sugimoto、De-Qi Yuan、Kahee Fujita

  DOI：10.1039/b502573g

  日期：——

  The A-ring of 2A,2B-O,O-di(mesitylenesulfonyl)-β-cyclodextrin was converted to 2A,3A-epoxymannoside without affecting the other sulfonylated residue, which affords the first approach to hetero-bifunctionalization at the secondary hydroxyl side of cyclodextrins.

  2A,2B-O,O-二(均三甲苯磺酰基)-β-环糊精的 A 环转化为 2A,3A-环氧甘露糖苷，而不影响其他磺酰化残基，这提供了在仲羟基侧进行异双功能化的第一种方法环糊精。