tert-butyl di(prop-2-yn-1-yl)glycinate | 1387576-98-8

• 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 di(prop-2-yn-1-yl)glycinate
• 英文别名: Tert-butyl 2-[bis(prop-2-ynyl)amino]acetate；tert-butyl 2-[bis(prop-2-ynyl)amino]acetate
• CAS: 1387576-98-8
• 化学式: C₁₂H₁₇NO₂
• 分子量: 207.272
• InChiKey: KHKRSAMXZLZBFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl di(prop-2-yn-1-yl)glycinate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 di(prop-2-yn-1-yl)glycine
  参考文献：
  名称：

  Haloenol pyranones and morpholinones as antineoplastic agents of prostate cancer

  摘要：

  Haloenol pyran-2-ones and morpholin-2-ones were synthesized and evaluated as inhibitors of cell growth in two different prostate human cancer cell lines (PC-3 and LNCaP). Analogs derived from Land D-phenylglycine were found to be the most effective antagonists of LNCaP and PC-3 cell growth. Additional studies reveal that the inhibitors induced G2/M arrest and the (S)-enantiomer of the phenylglycine-based derivatives was a more potent inhibitor of cytosolic iPLA(2)beta. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.05.038
• 作为产物：
  描述：

  醋酸叔丁酯 在 高氯酸 、 lithium hydroxide monohydrate 、 magnesium sulfate 作用下， 以 乙腈 为溶剂， 反应 20.0h， 生成 tert-butyl di(prop-2-yn-1-yl)glycinate
  参考文献：
  名称：

  Haloenol pyranones and morpholinones as antineoplastic agents of prostate cancer

  摘要：

  Haloenol pyran-2-ones and morpholin-2-ones were synthesized and evaluated as inhibitors of cell growth in two different prostate human cancer cell lines (PC-3 and LNCaP). Analogs derived from Land D-phenylglycine were found to be the most effective antagonists of LNCaP and PC-3 cell growth. Additional studies reveal that the inhibitors induced G2/M arrest and the (S)-enantiomer of the phenylglycine-based derivatives was a more potent inhibitor of cytosolic iPLA(2)beta. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.05.038

文献信息

• Direct Synthesis of N-Functionalized Dipropargylamine Linkers as Models for Use in Peptide Stapling
  作者：Andrea Renzetti、Ryan N. Rutherford、Kozo Fukumoto、Dominique Kunciw、Hannah F. Sore、David R. Spring

  DOI：10.1055/s-0039-1690217

  日期：2019.12

  N-Substituted dipropargylamines that are suitable as functionalized linkers for peptide stapling can be synthesized in one step under mild conditions from commercially available starting materials (41% to quantitative yield).

  N-取代的二炔丙胺适合用作肽钉合的官能化接头，可以在温和条件下从市售起始材料一步合成（41% 至定量产率）。
• Haloenol pyranones and morpholinones as antineoplastic agents of prostate cancer
  作者：Jason N. Mock、John P. Taliaferro、Xiao Lu、Sravan Kumar Patel、Brian S. Cummings、Timothy E. Long

  DOI：10.1016/j.bmcl.2012.05.038

  日期：2012.7

  Haloenol pyran-2-ones and morpholin-2-ones were synthesized and evaluated as inhibitors of cell growth in two different prostate human cancer cell lines (PC-3 and LNCaP). Analogs derived from Land D-phenylglycine were found to be the most effective antagonists of LNCaP and PC-3 cell growth. Additional studies reveal that the inhibitors induced G2/M arrest and the (S)-enantiomer of the phenylglycine-based derivatives was a more potent inhibitor of cytosolic iPLA(2)beta. Published by Elsevier Ltd.