N-tert-butoxycarbonyl-2,3,6-trideoxy-4-O-[imidazole-(thiocarbonyl)]-3,6-imino-5,7-O-(1,1,3,3-tetraisopropyldisiloxa-1,3-diyl)-D-allo-heptononitrile | 222854-82-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: N-tert-butoxycarbonyl-2,3,6-trideoxy-4-O-[imidazole-(thiocarbonyl)]-3,6-imino-5,7-O-(1,1,3,3-tetraisopropyldisiloxa-1,3-diyl)-D-allo-heptononitrile
• 英文别名: tert-butyl (6aR,8S,9S,9aR)-8-(cyanomethyl)-9-(imidazole-1-carbothioyloxy)-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-[1,3,5,2,4]trioxadisilocino[7,6-b]pyrrole-7-carboxylate
• CAS: 222854-82-2
• 化学式: C₂₈H₄₈N₄O₆SSi₂
• 分子量: 624.949
• InChiKey: XKRVKXWFIAKVCS-FQUZAXHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.26
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  140
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N-tert-butoxycarbonyl-2,3,6-trideoxy-4-O-[imidazole-(thiocarbonyl)]-3,6-imino-5,7-O-(1,1,3,3-tetraisopropyldisiloxa-1,3-diyl)-D-allo-heptononitrile 在 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以51%的产率得到5-喹啉羧酸,6-氨基-,酰肼
  参考文献：
  名称：

  Synthesis of Transition State Analogue Inhibitors for Purine Nucleoside Phosphorylase and N-Riboside Hydrolases

  摘要：

  Syntheses of the 'Immucillins', potent aza-C-nncleoside inhibitors of purine nucleoside phosphorylase are reported as well as those of 5-deoxy-, 5-deoxyfluoro- and 2-deoxy- analogues and others having modified bases. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00194-0
• 作为产物：
  描述：

  1H-咪唑并[1,2-b]吡唑-2-醇,7-氨基-6-甲基- 在 咪唑 、 三乙胺 、 三氟乙酸 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 18.0h， 生成 N-tert-butoxycarbonyl-2,3,6-trideoxy-4-O-[imidazole-(thiocarbonyl)]-3,6-imino-5,7-O-(1,1,3,3-tetraisopropyldisiloxa-1,3-diyl)-D-allo-heptononitrile
  参考文献：
  名称：

  Synthesis of Transition State Analogue Inhibitors for Purine Nucleoside Phosphorylase and N-Riboside Hydrolases

  摘要：

  Syntheses of the 'Immucillins', potent aza-C-nncleoside inhibitors of purine nucleoside phosphorylase are reported as well as those of 5-deoxy-, 5-deoxyfluoro- and 2-deoxy- analogues and others having modified bases. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00194-0

文献信息

• Synthesis of Transition State Analogue Inhibitors for Purine Nucleoside Phosphorylase and N-Riboside Hydrolases
  作者：Gary B. Evans、Richard H. Furneaux、Graeme J. Gainsford、Vern L. Schramm、Peter C. Tyler

  DOI：10.1016/s0040-4020(00)00194-0

  日期：2000.5

  Syntheses of the 'Immucillins', potent aza-C-nncleoside inhibitors of purine nucleoside phosphorylase are reported as well as those of 5-deoxy-, 5-deoxyfluoro- and 2-deoxy- analogues and others having modified bases. (C) 2000 Elsevier Science Ltd. All rights reserved.