TrocNHC[CH2O(CH2)2C(O)NH(CH2)2NH2]3 | 1254963-26-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: TrocNHC[CH2O(CH2)2C(O)NH(CH2)2NH2]3
• 英文别名: 2,2,2-trichloroethyl N-[1,3-bis[3-(2-aminoethylamino)-3-oxopropoxy]-2-[[3-(2-aminoethylamino)-3-oxopropoxy]methyl]propan-2-yl]carbamate
• CAS: 1254963-26-2
• 化学式: C₂₂H₄₂Cl₃N₇O₈
• 分子量: 638.977
• InChiKey: BARXZYNSDNWEOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.8
• 重原子数：
  40
• 可旋转键数：
  24
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  231
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  TrocNHC[CH2O(CH2)2C(O)NH(CH2)2NH2]3 、 N-[3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)propyl]phthalamic acid 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以61%的产率得到[Bn4Glu(CH2)3NHC(O)Ph-o-C(O)NH(CH2)2NHC(O)(CH2)2OCH2]3CNHTroc
  参考文献：
  名称：

  Adaptable Synthesis of C-Glycosidic Multivalent Carbohydrates and Succinamide-Linked Derivatization

  摘要：

  A modular approach to the synthesis of trivalent C-glycosidic carbohydrates is described. The approach is illustrated employing carboxylate-terminated C-glycosidic D-mannose, D-glucose, and D-galactose derivatives with different length C1-linked spacer units and also core units with different length linker units attached. The central core scaffold is additionally functionalized via a succinamide-based, conjugatable linker unit, exemplified in an extended multivalent derivative [31] and a pyrene-bearing fluorsecent-labeled tris-C-mannosyl conjugate [33].

  DOI：

  10.1021/ol102310x
• 作为产物：
  描述：

  TrocNHC[CH2O(CH2)2C(O)NH(CH2)2NH(BOC)]3 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以77%的产率得到TrocNHC[CH2O(CH2)2C(O)NH(CH2)2NH2]3
  参考文献：
  名称：

  Adaptable Synthesis of C-Glycosidic Multivalent Carbohydrates and Succinamide-Linked Derivatization

  摘要：

  A modular approach to the synthesis of trivalent C-glycosidic carbohydrates is described. The approach is illustrated employing carboxylate-terminated C-glycosidic D-mannose, D-glucose, and D-galactose derivatives with different length C1-linked spacer units and also core units with different length linker units attached. The central core scaffold is additionally functionalized via a succinamide-based, conjugatable linker unit, exemplified in an extended multivalent derivative [31] and a pyrene-bearing fluorsecent-labeled tris-C-mannosyl conjugate [33].

  DOI：

  10.1021/ol102310x

文献信息

• Adaptable Synthesis of <i>C</i>-Glycosidic Multivalent Carbohydrates and Succinamide-Linked Derivatization
  作者：Gavin J. Miller、John M. Gardiner

  DOI：10.1021/ol102310x

  日期：2010.11.19

  A modular approach to the synthesis of trivalent C-glycosidic carbohydrates is described. The approach is illustrated employing carboxylate-terminated C-glycosidic D-mannose, D-glucose, and D-galactose derivatives with different length C1-linked spacer units and also core units with different length linker units attached. The central core scaffold is additionally functionalized via a succinamide-based, conjugatable linker unit, exemplified in an extended multivalent derivative [31] and a pyrene-bearing fluorsecent-labeled tris-C-mannosyl conjugate [33].