benzyl (2R)-2-(3-tert-butoxycarbonylaminopropionyloxy)-4-methylpentanoate | 55739-20-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl (2R)-2-(3-tert-butoxycarbonylaminopropionyloxy)-4-methylpentanoate
• 英文别名: benzyl (2R)-4-methyl-2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyloxy]pentanoate
• CAS: 55739-20-3
• 化学式: C₂₁H₃₁NO₆
• 分子量: 393.48
• InChiKey: MKBUXAIBXHGPJT-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  28
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  benzyl (2R)-2-(3-tert-butoxycarbonylaminopropionyloxy)-4-methylpentanoate 生成 N-((1,1-Dimethylethoxy)carbonyl)-β-Ala-O-D-Leu-OH
  参考文献：
  名称：

  Synthesis of a cyclohexadepsipeptide, protodestruxin

  摘要：

  DOI：

  10.1016/s0040-4039(00)72010-7
• 作为产物：
  描述：

  (R)-2-羟基-4-甲基戊酸 在 4-二甲氨基吡啶 、 四丁基碘化铵 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 生成 benzyl (2R)-2-(3-tert-butoxycarbonylaminopropionyloxy)-4-methylpentanoate
  参考文献：
  名称：

  Total Synthesis and Anti-Tubulin Activity of Epi-C3 Analogues of Cryptophycin-24

  摘要：

  Epi-C3-cryptophycin-24, epi-C3-m-chlorobenzyl-cryptophycin-24, and the corresponding styrenes were synthesized and tested in vitro against the MCF-7 and multidrug-resistant MCF-7/ADR breast cancer cell lines and in an in vitro tubulin assembly assay. The results demonstrate that the S configuration at the C3 stereocenter is not required to induce potent cytotoxicity and the m-Cl substituent present on the C10 side chain did not induce any large change in activity.

  DOI：

  10.1021/jm030555f

文献信息

• The synthesis of leualacin
  作者：Ulrich Schmidt、J�rg Langner

  DOI：10.1039/c39940002381

  日期：——

  Leualacin, a new calcium blocker isolated from Hapsidospora irregularis, has now been synthesized.

  目前已合成了一种从 Hapsidospora irregularis 中分离出来的新型钙阻滞剂--Leualacin。
• Total Synthesis and Anti-Tubulin Activity of Epi-C3 Analogues of Cryptophycin-24
  作者：Suzanne B. Buck、Jacquelyn K. Huff、Richard H. Himes、Gunda I. Georg

  DOI：10.1021/jm030555f

  日期：2004.7.1

  Epi-C3-cryptophycin-24, epi-C3-m-chlorobenzyl-cryptophycin-24, and the corresponding styrenes were synthesized and tested in vitro against the MCF-7 and multidrug-resistant MCF-7/ADR breast cancer cell lines and in an in vitro tubulin assembly assay. The results demonstrate that the S configuration at the C3 stereocenter is not required to induce potent cytotoxicity and the m-Cl substituent present on the C10 side chain did not induce any large change in activity.
• Synthesis of a cyclohexadepsipeptide, protodestruxin
  作者：Sannamu Lee、Nobuo izumiya、Akinori Suzuki、Saburo Tamura

  DOI：10.1016/s0040-4039(00)72010-7

  日期：1975.1