(S)-2-{2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-3-methyl-butyrylamino]-acetylamino}-pentanedioic acid dimethyl ester | 189938-76-9

• 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)-2-{2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-3-methyl-butyrylamino]-acetylamino}-pentanedioic acid dimethyl ester
• CAS: 189938-76-9
• 化学式: C₂₂H₃₈N₄O₁₀
• 分子量: 518.565
• InChiKey: JQTLZSIRPFRLOK-ZQIUZPCESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.26
• 重原子数：
  36.0
• 可旋转键数：
  13.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  198.46
• 氢给体数：
  5.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (S)-2-{2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-3-methyl-butyrylamino]-acetylamino}-pentanedioic acid dimethyl ester 在 sodium hydroxide 作用下， 反应 2.0h， 以30%的产率得到(S)-2-{2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-3-methyl-butyrylamino]-acetylamino}-pentanedioic acid
  参考文献：
  名称：

  Isolation and synthesis of a host-selective toxin produced by Alternaria alternata

  摘要：

  Two phytotoxins are isolated from culture filtrates of an Alternaria alternata pathogenic to sunflower. One was identified by chemical and physicochemical techniques as the tetrapeptide Ser-Val-Gly-Glu. This peptide, for which we suggested the name AS-I toxin, was further characterised by synthesis and by its phytotoxic effect on sunflower and other plants. \ (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0031-9422(96)00789-3
• 作为产物：
  描述：

  BOC-L-丝氨酸 、 (S)-2-[2-((S)-2-Amino-3-methyl-butyrylamino)-acetylamino]-pentanedioic acid dimethyl ester; compound with trifluoro-acetic acid 在 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以50%的产率得到(S)-2-{2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propionylamino)-3-methyl-butyrylamino]-acetylamino}-pentanedioic acid dimethyl ester
  参考文献：
  名称：

  Isolation and synthesis of a host-selective toxin produced by Alternaria alternata

  摘要：

  Two phytotoxins are isolated from culture filtrates of an Alternaria alternata pathogenic to sunflower. One was identified by chemical and physicochemical techniques as the tetrapeptide Ser-Val-Gly-Glu. This peptide, for which we suggested the name AS-I toxin, was further characterised by synthesis and by its phytotoxic effect on sunflower and other plants. \ (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0031-9422(96)00789-3