{(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-6-[2-((2R,3S,4R,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-ethylamino]-hexanoylamino}-acetic acid benzyl ester | 193156-90-0

• 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: {(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-6-[2-((2R,3S,4R,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-ethylamino]-hexanoylamino}-acetic acid benzyl ester
• CAS: 193156-90-0
• 化学式: C₄₆H₅₅N₃O₁₄
• 分子量: 873.954
• InChiKey: WMHLWESSKBIDTR-ATQSHXQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  63.0
• 可旋转键数：
  21.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  220.19
• 氢给体数：
  3.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  2-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)acetaldehyde 、 {(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-6-[2-((2R,3S,4R,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-ethylamino]-hexanoylamino}-acetic acid benzyl ester 在 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以72%的产率得到
  参考文献：
  名称：

  Stereoselective synthesis of neo-C-glycopeptide building blocks: Towards a flexible and control-oriented design as probes for carbohydrate-protein interactions

  摘要：

  Neo-C-glycopeptides (1-4) have been synthesized as building blocks to obtain higher neo-C-glycopeptides as probes for studying carbohydrate-protein interactions. A convergent approach for the synthesis of 4 has been developed, in which two galactose units are attached to a glycine derivative in a stepwise procedure (reductive amination followed by amide coupling) and finally coupling to the protected dipeptide having a free amino group on the side chain. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00255-2
• 作为产物：
  描述：

  [(S)-6-Amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoylamino]-acetic acid benzyl ester 在 三乙酰氧基硼氢化钠 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 溶剂黄146 为溶剂， 反应 3.0h， 生成 {(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-6-[2-((2R,3S,4R,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-ethylamino]-hexanoylamino}-acetic acid benzyl ester
  参考文献：
  名称：

  Stereoselective synthesis of neo-C-glycopeptide building blocks: Towards a flexible and control-oriented design as probes for carbohydrate-protein interactions

  摘要：

  Neo-C-glycopeptides (1-4) have been synthesized as building blocks to obtain higher neo-C-glycopeptides as probes for studying carbohydrate-protein interactions. A convergent approach for the synthesis of 4 has been developed, in which two galactose units are attached to a glycine derivative in a stepwise procedure (reductive amination followed by amide coupling) and finally coupling to the protected dipeptide having a free amino group on the side chain. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00255-2