3-[[2-(Acetyl-methyl-amino)-acetyl]-({({benzyl-[(tert-butoxycarbonylmethyl-isopropyl-carbamoyl)-methyl]-carbamoyl}-methyl)-[2-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-ethyl]-carbamoyl}-methyl)-amino]-propionic acid tert-butyl ester | 189056-62-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: 3-[[2-(Acetyl-methyl-amino)-acetyl]-({({benzyl-[(tert-butoxycarbonylmethyl-isopropyl-carbamoyl)-methyl]-carbamoyl}-methyl)-[2-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-ethyl]-carbamoyl}-methyl)-amino]-propionic acid tert-butyl ester
• CAS: 189056-62-0
• 化学式: C₄₁H₆₅N₅O₁₄
• 分子量: 851.992
• InChiKey: IISIPWLUVZQBOE-RJWODYONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.08
• 重原子数：
  60.0
• 可旋转键数：
  20.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  233.3
• 氢给体数：
  3.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  3-[[2-(Acetyl-methyl-amino)-acetyl]-({({benzyl-[(tert-butoxycarbonylmethyl-isopropyl-carbamoyl)-methyl]-carbamoyl}-methyl)-[2-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-ethyl]-carbamoyl}-methyl)-amino]-propionic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  New prototypical O-linked-glycopeptidomimetics corresponding to the linkage region of proteoglycans

  摘要：

  A new class of glycopeptidomimetic composed of N-substituted oligoglycine (peptoid) mimicking the beta-D-Xyl-(1 --> 3)-O-L-Ser linkage region of proteoglycans was synthesized using a convergent approach. Reiterative N-alkylation-N-bromoacetylation reactions were used starting from tert-butyl bromoacetate (1) and isopropylamine. Perbenzoylated 2-aminoethyl beta-D-xylopyranoside 10 constituted the key glycan L-Ser mimic. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00301-1
• 作为产物：
  描述：

  2,3,4-三-O-乙酰基-α-D-木吡喃糖苷溴 在 palladium on activated charcoal 吡啶 、 氢气 、 sodium methylate 、 四丁基硫酸氢铵 、 sodium carbonate 、 DMTST 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 、 乙腈 为溶剂， 反应 36.17h， 生成 3-[[2-(Acetyl-methyl-amino)-acetyl]-({({benzyl-[(tert-butoxycarbonylmethyl-isopropyl-carbamoyl)-methyl]-carbamoyl}-methyl)-[2-((2R,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-ethyl]-carbamoyl}-methyl)-amino]-propionic acid tert-butyl ester
  参考文献：
  名称：

  New prototypical O-linked-glycopeptidomimetics corresponding to the linkage region of proteoglycans

  摘要：

  A new class of glycopeptidomimetic composed of N-substituted oligoglycine (peptoid) mimicking the beta-D-Xyl-(1 --> 3)-O-L-Ser linkage region of proteoglycans was synthesized using a convergent approach. Reiterative N-alkylation-N-bromoacetylation reactions were used starting from tert-butyl bromoacetate (1) and isopropylamine. Perbenzoylated 2-aminoethyl beta-D-xylopyranoside 10 constituted the key glycan L-Ser mimic. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(96)00301-1