pent-4-enyl 3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside | 206353-03-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: pent-4-enyl 3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside
• 英文别名: pent-4-enyl 3,4-di-O-benzoyl-6-O-(tert-butyldimethylsilyl)-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside；[(2R,3S,4R,5R,6R)-4-benzoyloxy-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-6-pent-4-enoxy-5-(4,5,6,7-tetrachloro-1,3-dioxoisoindol-2-yl)oxan-3-yl] benzoate
• CAS: 206353-03-9
• 化学式: C₃₉H₄₁Cl₄NO₉Si
• 分子量: 837.653
• InChiKey: UOZJDRJPUAJVHR-VYWOKGMISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.45
• 重原子数：
  54
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  pent-4-enyl 3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside 在 4-二甲氨基吡啶 、 triflic azide 、 乙二胺 作用下， 生成 pent-4-enyl 2-azido-3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Tetrachlorophthalimido- and Pent-4-enoyl-Protected Glucosamines as Precursors for Preparation of 2-Azido-2-deoxyglucopyranosyl Building Blocks

  摘要：

  DOI：

  10.1021/jo980427c
• 作为产物：
  描述：

  苯甲酰氯 、 叔丁基二甲基氯硅烷 、 pent-4-enyl 2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside 在 4-二甲氨基吡啶 作用下， 生成 pent-4-enyl 3,4-di-O-benzoyl-6-O-t-butyldimethylsilyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  Tetrachlorophthalimido- and Pent-4-enoyl-Protected Glucosamines as Precursors for Preparation of 2-Azido-2-deoxyglucopyranosyl Building Blocks

  摘要：

  DOI：

  10.1021/jo980427c

文献信息

• A Versatile, Three-Component-Reaction Route to <i>N</i>-Glycosylamines^,¹
  作者：Latha G. Nair、Bert Fraser-Reid、Anna Katrin Szardenings

  DOI：10.1021/ol000265i

  日期：2001.2.1

  [GRAPHICS]Under the agency of N-bromosuccinimide, n-pentenyl glycosides, acetonitrile, and carboxylic acids participate in th ree-component-reactions that afford N-acylated glycosylamines. The procedure tolerates diverse donors, and C2-tetrachlorophthalimido and CP-azido groups effectively control anomeric stereoselectivity, Success of the procedure does not appear to depend on the acid's strength, but for an aromatic acid, substitution pattern affects the rate, while the presence of a lone pair on the para substituent inhibits the process.
• Olsson; Jia; Fraser-Reid, Polish Journal of Chemistry, 1999, vol. 73, # 7, p. 1091 - 1097
  作者：Olsson、Jia、Fraser-Reid

  DOI：——

  日期：——
• Tetrachlorophthalimido- and Pent-4-enoyl-Protected Glucosamines as Precursors for Preparation of 2-Azido-2-deoxyglucopyranosyl Building Blocks
  作者：Lars Olsson、Zhaozhong J. Jia、Bert Fraser-Reid

  DOI：10.1021/jo980427c

  日期：1998.5.1