| 1279701-46-0

• 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
• CAS: 1279701-46-0
• 化学式: C₁₃H₂₇NO₃Si
• 分子量: 273.448
• InChiKey: GGAXTXYLZFHBCV-DCAQKATOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.16
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  47.56
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  、 N-苄氧羰基甘氨酸 在 benzotriazol-1-yloxy-tris(dimethylamino)-phosphonium chloride 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以0.22 g的产率得到methyl (2S,3R,4R)-4-[tert-butyl(dimethyl)silyl]oxy-3-methyl-1-[2-(phenylmethoxycarbonylamino)acetyl]pyrrolidine-2-carboxylate
  参考文献：
  名称：

  Progress towards the Total Synthesis of Scytonemin A: Asymmetric Synthesis of (2S,3R,4R)-4-hydroxy-3-methylproline

  摘要：

  During the total synthesis of the novel cyclopeptide scytonemin A, the fragment containing two (2S,3R,4R)-4-hydroxy-3-methylproline units was successfully prepared. Two approaches leading to (2S,3R,4R)-4-hydroxy-3-methylproline have been explored. They involve the following key transformations: asymmetric crotylation, Sharpless epoxidation-subsequent epoxide opening, intramolecular amidomercuration-oxidation.

  DOI：

  10.1055/s-0029-1219208
• 作为产物：
  描述：

  1-O-benzyl 2-O-methyl (2S,3R,4R)-4-[tert-butyl(dimethyl)silyl]oxy-3-methylpyrrolidine-1,2-dicarboxylate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Progress towards the Total Synthesis of Scytonemin A: Asymmetric Synthesis of (2S,3R,4R)-4-hydroxy-3-methylproline

  摘要：

  During the total synthesis of the novel cyclopeptide scytonemin A, the fragment containing two (2S,3R,4R)-4-hydroxy-3-methylproline units was successfully prepared. Two approaches leading to (2S,3R,4R)-4-hydroxy-3-methylproline have been explored. They involve the following key transformations: asymmetric crotylation, Sharpless epoxidation-subsequent epoxide opening, intramolecular amidomercuration-oxidation.

  DOI：

  10.1055/s-0029-1219208