(S)-1-[2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-acryloyl]-pyrrolidine-2-carboxylic acid methyl ester | 154395-75-2

• 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: (S)-1-[2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-acryloyl]-pyrrolidine-2-carboxylic acid methyl ester
• CAS: 154395-75-2
• 化学式: C₁₇H₂₇N₃O₆
• 分子量: 369.418
• InChiKey: SDDNTSAKKVQSQP-JQWIXIFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.69
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  114.04
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-1-[2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-acryloyl]-pyrrolidine-2-carboxylic acid methyl ester 在 sodium methylate 作用下， 以 水 为溶剂， 生成 (S)-1-[2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-acryloyl]-pyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  Model studies of lantibiotic biogenesis

  摘要：

  A six residue polypeptide has been synthesized to study the proposed biosynthesis of lanthionine. It is shown that this peptide spontaneously cyclizes in a biomimetic fashion via a completely stereoselective intramolecular Michael addition to form (2S, 6R)-lanthionine, as found in naturally occurring Iantibiotics.

  DOI：

  10.1016/s0040-4039(00)61488-0
• 作为产物：
  描述：

  N-Boc-alanyldidehydroalanine ethyl ester 在 双(2-氧代-3-恶唑烷基)次磷酰氯 作用下， 生成 (S)-1-[2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-acryloyl]-pyrrolidine-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Model studies of lantibiotic biogenesis

  摘要：

  A six residue polypeptide has been synthesized to study the proposed biosynthesis of lanthionine. It is shown that this peptide spontaneously cyclizes in a biomimetic fashion via a completely stereoselective intramolecular Michael addition to form (2S, 6R)-lanthionine, as found in naturally occurring Iantibiotics.

  DOI：

  10.1016/s0040-4039(00)61488-0