Boc-Pro-DL-N(Bn)Val-Met-OMe | 1346413-93-1

• 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: Boc-Pro-DL-N(Bn)Val-Met-OMe
• 英文别名: tert-butyl (2S)-2-[benzyl-[1-[[(2S)-1-methoxy-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]carbamoyl]pyrrolidine-1-carboxylate
• CAS: 1346413-93-1
• 化学式: C₂₈H₄₃N₃O₆S
• 分子量: 549.732
• InChiKey: RKFNPXHXYKTVPJ-OJSMNCEXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  38
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  131
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Boc-Pro-DL-N(Bn)Val-Met-OMe 、 N-A-(2,4-二硝基-5-氟苯基)-L-丙氨酸 在 盐酸 、 水 、 碳酸氢钠 作用下， 以 水 、 丙酮 为溶剂， 反应 0.75h， 生成 L-FDAA-L-Pro 、 L-Met-FDAA
  参考文献：
  名称：

  Investigation of the Configurational Stabilities of Chiral Isocyanoacetates in Multicomponent Reactions

  摘要：

  Isocyanoacetates are uniquely reactive compounds characterized by an ambivalent isocyano functional group and an enolizable alpha-carbon. It is widely believed that chiral alpha-substituted isocyanoacetates are configurationally unstable in some synthetically useful isocyanide-based multicomponent reactions. Herein, we demonstrate that chiral isocyanoacetates can be used with minimal to negligible epimerization in a variety of canonical Ugi four-component condensations as well as Joullie-Ugi three-component condensations, reactions that are particularly useful for constructing complex peptide structures in a single synthetic operation.

  DOI：

  10.1021/jo201817k
• 作为产物：
  描述：

  N-formyl-L-methionine methyl ester 在 N-甲基吗啉 、 三光气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 26.17h， 生成 Boc-Pro-DL-N(Bn)Val-Met-OMe
  参考文献：
  名称：

  Investigation of the Configurational Stabilities of Chiral Isocyanoacetates in Multicomponent Reactions

  摘要：

  Isocyanoacetates are uniquely reactive compounds characterized by an ambivalent isocyano functional group and an enolizable alpha-carbon. It is widely believed that chiral alpha-substituted isocyanoacetates are configurationally unstable in some synthetically useful isocyanide-based multicomponent reactions. Herein, we demonstrate that chiral isocyanoacetates can be used with minimal to negligible epimerization in a variety of canonical Ugi four-component condensations as well as Joullie-Ugi three-component condensations, reactions that are particularly useful for constructing complex peptide structures in a single synthetic operation.

  DOI：

  10.1021/jo201817k