methyl (2S,3R,4R)-4-[tert-butyl(dimethyl)silyl]oxy-1-[(2S,3R,4R)-4-[tert-butyl(dimethyl)silyl]oxy-3-methyl-1-[2-(phenylmethoxycarbonylamino)acetyl]pyrrolidine-2-carbonyl]-3-methylpyrrolidine-2-carboxylate | 1226783-12-5

• 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 (2S,3R,4R)-4-[tert-butyl(dimethyl)silyl]oxy-1-[(2S,3R,4R)-4-[tert-butyl(dimethyl)silyl]oxy-3-methyl-1-[2-(phenylmethoxycarbonylamino)acetyl]pyrrolidine-2-carbonyl]-3-methylpyrrolidine-2-carboxylate
• CAS: 1226783-12-5
• 化学式: C₃₅H₅₉N₃O₈Si₂
• 分子量: 706.04
• InChiKey: XNFYZHLWZKZJRC-OPQYXRLJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.56
• 重原子数：
  48
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  124
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  、 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到methyl (2S,3R,4R)-4-[tert-butyl(dimethyl)silyl]oxy-1-[(2S,3R,4R)-4-[tert-butyl(dimethyl)silyl]oxy-3-methyl-1-[2-(phenylmethoxycarbonylamino)acetyl]pyrrolidine-2-carbonyl]-3-methylpyrrolidine-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

文献信息

• Progress towards the Total Synthesis of Scytonemin A: Asymmetric Synthesis of (2S,3R,4R)-4-hydroxy-3-methylproline
  作者：Zhengshuang Xu、Tao Ye、Lei Wang、Junyang Liu、Hui Zhang

  DOI：10.1055/s-0029-1219208

  日期：2010.3

  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.