2-(3-tert-Butoxycarbonylamino-propionyloxy)-2-methyl-propionic acid | 352281-82-4

• 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: 2-(3-tert-Butoxycarbonylamino-propionyloxy)-2-methyl-propionic acid
• 英文别名: 2-Methyl-2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyloxy]propanoic acid
• CAS: 352281-82-4
• 化学式: C₁₂H₂₁NO₆
• 分子量: 275.302
• InChiKey: NNKMQAVPGZTFHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(3-tert-Butoxycarbonylamino-propionyloxy)-2-methyl-propionic acid 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 (R)-2-{(2E,7E)-(5S,6R)-5-[2-(3-Amino-propionyloxy)-2-methyl-propionyloxy]-6-methyl-8-phenyl-octa-2,7-dienoylamino}-3-(4-methoxy-phenyl)-propionic acid; compound with trifluoro-acetic acid
  参考文献：
  名称：

  Synthesis of stable analogs in blood and conformational analysis of arenastatin A, a potent cytotoxic spongean depsipeptide

  摘要：

  In order to produce stable analogs in blood of arenastatin A, a potent cytotoxic depsipeptide from the marine sponge Dysidea arenaria, we synthesized four analogs in which the 15-20 ester linkage was modified. Among them, the carba analog and 20-deoxo analog showed stability in serum. The conformation of arenastatin A and its three analogs were analyzed by distance-restrained molecular dynamic calculation to elucidate a three-dimensional stereostructure contributing to the extremely potent cytotoxicity of arenastatin A. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00339-8
• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以88 mg的产率得到2-(3-tert-Butoxycarbonylamino-propionyloxy)-2-methyl-propionic acid
  参考文献：
  名称：

  Synthesis of stable analogs in blood and conformational analysis of arenastatin A, a potent cytotoxic spongean depsipeptide

  摘要：

  In order to produce stable analogs in blood of arenastatin A, a potent cytotoxic depsipeptide from the marine sponge Dysidea arenaria, we synthesized four analogs in which the 15-20 ester linkage was modified. Among them, the carba analog and 20-deoxo analog showed stability in serum. The conformation of arenastatin A and its three analogs were analyzed by distance-restrained molecular dynamic calculation to elucidate a three-dimensional stereostructure contributing to the extremely potent cytotoxicity of arenastatin A. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00339-8

文献信息

• Synthesis of stable analogs in blood and conformational analysis of arenastatin A, a potent cytotoxic spongean depsipeptide
  作者：Nobutoshi Murakami、Satoru Tamura、Weiqi Wang、Tatsuya Takagi、Motomasa Kobayashi

  DOI：10.1016/s0040-4020(01)00339-8

  日期：2001.5

  In order to produce stable analogs in blood of arenastatin A, a potent cytotoxic depsipeptide from the marine sponge Dysidea arenaria, we synthesized four analogs in which the 15-20 ester linkage was modified. Among them, the carba analog and 20-deoxo analog showed stability in serum. The conformation of arenastatin A and its three analogs were analyzed by distance-restrained molecular dynamic calculation to elucidate a three-dimensional stereostructure contributing to the extremely potent cytotoxicity of arenastatin A. (C) 2001 Elsevier Science Ltd. All rights reserved.