tert-butyl (2'S,3'S)-2-(N-tert-butoxycarbonyl-3'tert-butoxycarbonyl-2'-methoxymethoxy-3'-(2,2,2-trichloroethoxycarbonylamino)propylamino)acetate | 146499-57-2

• 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: tert-butyl (2'S,3'S)-2-(N-tert-butoxycarbonyl-3'tert-butoxycarbonyl-2'-methoxymethoxy-3'-(2,2,2-trichloroethoxycarbonylamino)propylamino)acetate
• 英文别名: tert-butyl (2S,3S)-3-(methoxymethoxy)-4-[(2-methylpropan-2-yl)oxycarbonyl-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]-2-(2,2,2-trichloroethoxycarbonylamino)butanoate
• CAS: 146499-57-2
• 化学式: C₂₄H₄₁Cl₃N₂O₁₀
• 分子量: 623.956
• InChiKey: PJBNFYRGTCUWTD-RDJZCZTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  39
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  139
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  tert-butyl (2'S,3'S)-2-(N-tert-butoxycarbonyl-3'tert-butoxycarbonyl-2'-methoxymethoxy-3'-(2,2,2-trichloroethoxycarbonylamino)propylamino)acetate 在 锌 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 3.0h， 以270 mg的产率得到(2S,3S)-2-Amino-4-(tert-butoxycarbonyl-tert-butoxycarbonylmethyl-amino)-3-methoxymethoxy-butyric acid tert-butyl ester
  参考文献：
  名称：

  Total Syntheses of Phytosiderophores, 3-Epi-Hydroxymugineic Acid, Distichonic Acid A, and 2′-Hydroxynicotianamine

  摘要：

  First total syntheses of the unique phytosiderophores, 3-epi-hydroxymugineic acid (2), distichonic acid A (3), and 2'-hydroxynicotianamine (5), have been efficiently achieved from the same intermediates used for the synthesis of mugineic acid (1), the typical phytosiderophore.

  DOI：

  10.1016/s0040-4020(01)80749-3
• 作为产物：
  描述：

  tert-butyl (2S,3R)-4-hydroxy-3-methoxymethyloxy-2-(2,2,2-trichloroethoxycarbonylamino)butanoate 在 N,N-二异丙基乙胺 草酰氯 、 sodium cyanoborohydride 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 tert-butyl (2'S,3'S)-2-(N-tert-butoxycarbonyl-3'tert-butoxycarbonyl-2'-methoxymethoxy-3'-(2,2,2-trichloroethoxycarbonylamino)propylamino)acetate
  参考文献：
  名称：

  Total Syntheses of Phytosiderophores, 3-Epi-Hydroxymugineic Acid, Distichonic Acid A, and 2′-Hydroxynicotianamine

  摘要：

  First total syntheses of the unique phytosiderophores, 3-epi-hydroxymugineic acid (2), distichonic acid A (3), and 2'-hydroxynicotianamine (5), have been efficiently achieved from the same intermediates used for the synthesis of mugineic acid (1), the typical phytosiderophore.

  DOI：

  10.1016/s0040-4020(01)80749-3

文献信息

• Efficient synthesis of phytosiderophores, 3-epi-hydroxymugineic acid and distichonic acid A
  作者：Fumiyoshi Matsuura、Yasumasa Hamada、Takayuki Shioiri

  DOI：10.1016/s0040-4039(00)74779-4

  日期：1992.12

  Synthesis of 3-epi-hydroxymugineic acid (2) and distichonic acid A (3), phytosiderophores from graminaceous plants, has been efficiently achieved for the first time.
• Total Syntheses of Phytosiderophores, 3-Epi-Hydroxymugineic Acid, Distichonic Acid A, and 2′-Hydroxynicotianamine
  作者：Fumiyoshi Matsuura、Yasumasa Hamada、Takayuki Shioiri

  DOI：10.1016/s0040-4020(01)80749-3

  日期：1994.4

  First total syntheses of the unique phytosiderophores, 3-epi-hydroxymugineic acid (2), distichonic acid A (3), and 2'-hydroxynicotianamine (5), have been efficiently achieved from the same intermediates used for the synthesis of mugineic acid (1), the typical phytosiderophore.