3^A,2^B-anhydro-3^B-deoxy-3^B-thio-β-cyclodextrin | 958249-08-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3^A,2^B-anhydro-3^B-deoxy-3^B-thio-β-cyclodextrin
• 英文别名: (1S,3R,5R,6R,7R,9S,10R,12R,13R,15R,17R,18S,20R,22R,23S,25R,27R,28S,30R,32R,33S,35R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48S,50R)-5,12,17,22,27,32,37-heptakis(hydroxymethyl)-48-sulfanyl-2,4,8,11,14,16,19,21,24,26,29,31,34,36,49-pentadecaoxanonacyclo[33.2.2.215,18.220,23.225,28.230,33.13,7.16,10.19,13]pentacontane-38,39,40,41,42,43,44,45,46,47,50-undecol
• CAS: 958249-08-6
• 化学式: C₄₂H₆₈O₃₃S
• 分子量: 1133.05
• InChiKey: VFHRSPSQXXFHHS-OMSKNMJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -13.1
• 重原子数：
  76
• 可旋转键数：
  7
• 环数：
  20.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  504
• 氢给体数：
  19
• 氢受体数：
  34

反应信息

• 作为反应物：
  描述：

  3^A,2^B-anhydro-3^B-deoxy-3^B-thio-β-cyclodextrin 在 二甲基亚砜 作用下， 生成 (1S,3R,5R,6R,7R,9S,10R,12R,13R,15R,17R,18S,20R,22R,23S,25R,27R,28S,30R,32R,33S,35R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48S,50R)-5,12,17,22,27,32,37-heptakis(hydroxymethyl)-48-[[(1S,3R,5R,6R,7R,9S,10R,12R,13R,15R,17R,18S,20R,22R,23S,25R,27R,28S,30R,32R,33S,35R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48S,50R)-38,39,40,41,42,43,44,45,46,47,50-undecahydroxy-5,12,17,22,27,32,37-heptakis(hydroxymethyl)-2,4,8,11,14,16,19,21,24,26,29,31,34,36,49-pentadecaoxanonacyclo[33.2.2.215,18.220,23.225,28.230,33.13,7.16,10.19,13]pentacontan-48-yl]disulfanyl]-2,4,8,11,14,16,19,21,24,26,29,31,34,36,49-pentadecaoxanonacyclo[33.2.2.215,18.220,23.225,28.230,33.13,7.16,10.19,13]pentacontane-38,39,40,41,42,43,44,45,46,47,50-undecol
  参考文献：
  名称：

  Selective synthesis and ester cleavage property of 3A,2B-anhydro-3B-deoxy-3B-thio-β-cyclodextrin

  摘要：

  The title compound was synthesized by the conversion of 2(A),3(A)-alloepoxy-beta-cyclodextrin to the 2(A),3(A)-mannoepithio derivative with thiourea and subsequent ring-opening by intramolecular nucleophilic substitution. Its thiol group and the distorted cavity demonstrated good synergetic effect in promoting the cleavage of m-nitrophenyl acetate but did not cooperate with each other toward the p-isomer. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.08.062
• 作为产物：
  描述：

  2^A,3^A-dideoxy-2^A,3^A-mannoepithio-β-CD 在 sodium hydroxide 作用下， 反应 1.0h， 以68.5%的产率得到3^A,2^B-anhydro-3^B-deoxy-3^B-thio-β-cyclodextrin
  参考文献：
  名称：

  Selective synthesis and ester cleavage property of 3A,2B-anhydro-3B-deoxy-3B-thio-β-cyclodextrin

  摘要：

  The title compound was synthesized by the conversion of 2(A),3(A)-alloepoxy-beta-cyclodextrin to the 2(A),3(A)-mannoepithio derivative with thiourea and subsequent ring-opening by intramolecular nucleophilic substitution. Its thiol group and the distorted cavity demonstrated good synergetic effect in promoting the cleavage of m-nitrophenyl acetate but did not cooperate with each other toward the p-isomer. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.08.062