heptakis(2,3-di-O-acetyl-6-deoxy-6-thiocyanato)cyclomaltoheptaose | 145932-44-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: heptakis(2,3-di-O-acetyl-6-deoxy-6-thiocyanato)cyclomaltoheptaose
• CAS: 145932-44-1
• 化学式: C₇₇H₉₁N₇O₄₂S₇
• 分子量: 2011.05
• InChiKey: SNCLDOKHRVOIIG-XCKFUCIISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.31
• 重原子数：
  133.0
• 可旋转键数：
  28.0
• 环数：
  21.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  663.95
• 氢给体数：
  0.0
• 氢受体数：
  56.0

反应信息

• 作为反应物：
  描述：

  (三氟甲基)三甲基硅烷 、 heptakis(2,3-di-O-acetyl-6-deoxy-6-thiocyanato)cyclomaltoheptaose 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 以72%的产率得到
  参考文献：
  名称：

  含氟β-环糊精：新型两亲载体

  摘要：

  用五步法从天然β-CD中获得在6位上被三氟甲硫基官能化的β-环糊精（β-CD）。氟化环糊精衍生物在空气-水界面处表现出两亲性，因此是新型两亲载体的良好候选者。

  DOI：

  10.1016/s0040-4039(00)01716-0
• 作为产物：
  描述：

  potassium thioacyanate 、 heptakis(2,3-di-O-acetyl-6-O-methylsulfonyl)cyclomaltoheptaose 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以85%的产率得到heptakis(2,3-di-O-acetyl-6-deoxy-6-thiocyanato)cyclomaltoheptaose
  参考文献：
  名称：

  Synthesis of a cycloheptaose consisting of (1 → 4)-linked 7-amino-6,7-dideoxy-α-d-gluco-heptopyranosyl units: A new analog of cyclomaltoheptaose

  摘要：

  Approaches to chain extension al the C-6 positions in cyclomaltoheptaose (1) were examined with the aim of producing novel beta-cyclodextrin analogs composed of heptose or hepturonic acid units. Iron carbonyl-mediated methoxycarbonylation, and nucleophilic displacement by cyanide, in the fully acetylated heptakis(6-deoxy-6-iodo) and heptakis(6-O-mesyl) derivates of 1, respectively, were unsuccessful, as were similar reactions attempted with the newly synthesized, analogous allyl-protected derivatives of 1. However, reaction of unprotected heptakis(6-deoxy-6-iodo)cyclomaltoheptaose with lithium cyanide in N,N-dimethylformamide afforded a high yield of the corresponding heptakis(6-cyano-6-deoxy) compound, namely, cyclohepta-(1 --> 4)-(6-deoxy-alpha-D-gluco-heptopyranosid)urononitrile, catalytic hydrogenation of which gave the title compound, cyclo-(1 --> 4)-(7-amino-6,7-dideoxy-alpha-D-glucoheptopyrano)heptaose, isolated as its peracetyl derivative.

  DOI：

  10.1016/0008-6215(92)80083-d