Fmoc-D-Leu-N(Me)Phe-Oallyl | 1301241-07-5

• 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: Fmoc-D-Leu-N(Me)Phe-Oallyl
• 英文别名: prop-2-enyl (2S)-2-[[(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methylpentanoyl]-methylamino]-3-phenylpropanoate
• CAS: 1301241-07-5
• 化学式: C₃₄H₃₈N₂O₅
• 分子量: 554.686
• InChiKey: ATWCEHZJMXOUCK-JSOSNVBQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  41
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Fmoc-D-Leu-N(Me)Phe-Oallyl 在 四(三苯基膦)钯 、 N-甲基苯胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以100%的产率得到
  参考文献：
  名称：

  Total synthesis and cytotoxicity of bisebromoamide and its analogues

  摘要：

  A highly convergent route for assembling bisebromoamide, its stereoisomers and a simplified analogue has been accomplished, which features connecting its left part and right part via thiazoline ring formation at the final stage. Preliminary biological studies revealed that compounds with both proposed and revised structures, and a simplified analogue have similar potency against the proliferation of HeLa S-3 cell, indicating that the stereochemistry of methylthiazoline part, and methyl group at the 4-methylproline residue in bisebromoamide, have limited influence on its cytotoxicity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.058
• 作为产物：
  描述：

  prop-2-enyl (2S)-2-[9H-fluoren-9-ylmethoxycarbonyl(methyl)amino]-3-phenylpropanoate 在 二乙胺 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 1.0h， 生成 Fmoc-D-Leu-N(Me)Phe-Oallyl
  参考文献：
  名称：

  Total synthesis and cytotoxicity of bisebromoamide and its analogues

  摘要：

  A highly convergent route for assembling bisebromoamide, its stereoisomers and a simplified analogue has been accomplished, which features connecting its left part and right part via thiazoline ring formation at the final stage. Preliminary biological studies revealed that compounds with both proposed and revised structures, and a simplified analogue have similar potency against the proliferation of HeLa S-3 cell, indicating that the stereochemistry of methylthiazoline part, and methyl group at the 4-methylproline residue in bisebromoamide, have limited influence on its cytotoxicity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.058

文献信息

• Total synthesis and cytotoxicity of bisebromoamide and its analogues
  作者：Wenhua Li、Shouyun Yu、Mingzhi Jin、Hongguang Xia、Dawei Ma

  DOI：10.1016/j.tetlet.2010.11.058

  日期：2011.4

  A highly convergent route for assembling bisebromoamide, its stereoisomers and a simplified analogue has been accomplished, which features connecting its left part and right part via thiazoline ring formation at the final stage. Preliminary biological studies revealed that compounds with both proposed and revised structures, and a simplified analogue have similar potency against the proliferation of HeLa S-3 cell, indicating that the stereochemistry of methylthiazoline part, and methyl group at the 4-methylproline residue in bisebromoamide, have limited influence on its cytotoxicity. (C) 2010 Elsevier Ltd. All rights reserved.