diethyl 2-[[(3aR,4S,7R,7aR)-4-ethylsulfanyl-2,2-dimethyl-7-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyridin-5-yl]methylidene]propanedioate | 1011245-14-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diethyl 2-[[(3aR,4S,7R,7aR)-4-ethylsulfanyl-2,2-dimethyl-7-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyridin-5-yl]methylidene]propanedioate
• CAS: 1011245-14-9
• 化学式: C₂₅H₃₅NO₇S
• 分子量: 493.621
• InChiKey: BQOIDOZNVGNQGO-YSFYHYPLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  diethyl 2-[[(3aR,4S,7R,7aR)-4-ethylsulfanyl-2,2-dimethyl-7-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyridin-5-yl]methylidene]propanedioate 、 环己醇 在 DMTST 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以87%的产率得到(2S,3R,4R,5R)-5-benzyloxy-2-cyclohexyloxy-1-diethoxycarbonylvinyl-3,4-O-isopropylidenepiperidine
  参考文献：
  名称：

  Iminosugar thioglycosides as glycosyl donors: a route to disaccharides with an iminosugar moiety

  摘要：

  The immosugar thioglycosides are used as glycosyl donors in glycosidation reactions. Thereby, iminosugar glycosides and disaccharide analogues with an iminosugar moiety are prepared. The yields are high and the method is stereoselective. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.160
• 作为产物：
  描述：

  溴甲苯 、 (2S,3R,4R,5R)-N-(2,2-diethoxycarbonylvinyl)-2-ethylthio-5-hydroxy-3,4-(isopropylidenedioxy)piperidine 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 diethyl 2-[[(3aR,4S,7R,7aR)-4-ethylsulfanyl-2,2-dimethyl-7-phenylmethoxy-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyridin-5-yl]methylidene]propanedioate
  参考文献：
  名称：

  Iminosugar thioglycosides as glycosyl donors: a route to disaccharides with an iminosugar moiety

  摘要：

  The immosugar thioglycosides are used as glycosyl donors in glycosidation reactions. Thereby, iminosugar glycosides and disaccharide analogues with an iminosugar moiety are prepared. The yields are high and the method is stereoselective. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.160

文献信息

• Iminosugar thioglycosides as glycosyl donors: a route to disaccharides with an iminosugar moiety
  作者：José Fuentes、Nader R. Al Bujuq、Manuel Angulo、Consolación Gasch

  DOI：10.1016/j.tetlet.2007.11.160

  日期：2008.1

  The immosugar thioglycosides are used as glycosyl donors in glycosidation reactions. Thereby, iminosugar glycosides and disaccharide analogues with an iminosugar moiety are prepared. The yields are high and the method is stereoselective. (C) 2007 Elsevier Ltd. All rights reserved.