methyl acryloyl-L-alanylglycylglycinate | 952313-13-2

• 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: methyl acryloyl-L-alanylglycylglycinate
• CAS: 952313-13-2
• 化学式: C₁₁H₁₇N₃O₅
• 分子量: 271.273
• InChiKey: RLEBBRMOWKKUCX-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.92
• 重原子数：
  19.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  113.6
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl acryloyl-L-alanylglycylglycinate 、 3,4,5-tri-O-acetyl-2,6-anhydro-1,7,8,9-tetradeoxy-L-glycero-D-galacto-non-8-enitol 在 substituted Grubbs-catalyst ruthenium carbene complex 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以49%的产率得到methyl 2-[[2-[[(2S)-2-[[(E)-4-[(2S,3R,4R,5R,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]but-2-enoyl]amino]propanoyl]amino]acetyl]amino]acetate
  参考文献：
  名称：

  Cross‐metathesis ofC‐Glycosides and Peptides

  摘要：

  Peptides bearing an acryloyl residue at their N-terminus were coupled with various C-glycosides in an equimolar ratio via cross-metathesis. The newly formed olefin was obtained with high E/Z selectivity in satisfying to high yields with low homodimerization of the starting materials. The posttranslational cross-metathesis approach was shown to be suitable for the combinatorial synthesis of a small library of C-glycopeptides.

  DOI：

  10.1080/00397910701481146
• 作为产物：
  描述：

  丙氨酰-甘氨酰-甘氨酸 在 盐酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 methyl acryloyl-L-alanylglycylglycinate
  参考文献：
  名称：

  Cross‐metathesis ofC‐Glycosides and Peptides

  摘要：

  Peptides bearing an acryloyl residue at their N-terminus were coupled with various C-glycosides in an equimolar ratio via cross-metathesis. The newly formed olefin was obtained with high E/Z selectivity in satisfying to high yields with low homodimerization of the starting materials. The posttranslational cross-metathesis approach was shown to be suitable for the combinatorial synthesis of a small library of C-glycopeptides.

  DOI：

  10.1080/00397910701481146