2-O-benzyl-3,5-O-(di-tert-butylsilanediyl)-α-D-arabinofuranosyl trichloroacetimidate | 1096610-47-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-O-benzyl-3,5-O-(di-tert-butylsilanediyl)-α-D-arabinofuranosyl trichloroacetimidate
• 英文别名: [(4aR,6R,7S,7aR)-2,2-ditert-butyl-7-phenylmethoxy-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxasilin-6-yl] 2,2,2-trichloroethanimidate
• CAS: 1096610-47-7
• 化学式: C₂₂H₃₂Cl₃NO₅Si
• 分子量: 524.944
• InChiKey: NKYKHPCMLXBIFK-ZJPYXAASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.12
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  70
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲基2,3,4-三-O-苯甲酰-α-D-吡喃葡萄糖苷 、 2-O-benzyl-3,5-O-(di-tert-butylsilanediyl)-α-D-arabinofuranosyl trichloroacetimidate 生成 methyl 2-O-benzyl-3,5-O-(di-tert-butylsilanediyl)-β-D-arabinofuranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside 、 methyl 2-O-benzyl-3,5-O-(di-tert-butylsilanediyl)-α-D-arabinofuranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of β-d-arabinofuranosides: stereochemical differentiation between d- and l-enantiomers

  摘要：

  The glycosylation of 3,5-O-di-tert-butylsilyene-protected D-thioarabinofuranosides with a range of glycosyl acceptors using NIS/AgOTf as promoters proceeded in a stereoselective manner to give the corresponding beta-D-arabinofuranosides in high yields. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.09.006
• 作为产物：
  描述：

  、 三氯乙腈 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以75%的产率得到2-O-benzyl-3,5-O-(di-tert-butylsilanediyl)-α-D-arabinofuranosyl trichloroacetimidate
  参考文献：
  名称：

  Synthesis of β-d-arabinofuranosides: stereochemical differentiation between d- and l-enantiomers

  摘要：

  The glycosylation of 3,5-O-di-tert-butylsilyene-protected D-thioarabinofuranosides with a range of glycosyl acceptors using NIS/AgOTf as promoters proceeded in a stereoselective manner to give the corresponding beta-D-arabinofuranosides in high yields. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.09.006

文献信息

• Synthesis of β-d-arabinofuranosides: stereochemical differentiation between d- and l-enantiomers
  作者：Yingxi Wang、Samuel Maguire-Boyle、Ravindra T. Dere、Xiangming Zhu

  DOI：10.1016/j.carres.2008.09.006

  日期：2008.12

  The glycosylation of 3,5-O-di-tert-butylsilyene-protected D-thioarabinofuranosides with a range of glycosyl acceptors using NIS/AgOTf as promoters proceeded in a stereoselective manner to give the corresponding beta-D-arabinofuranosides in high yields. (C) 2008 Elsevier Ltd. All rights reserved.