prop-2-enyl (E)-2-[[(4R)-2-[(2S)-1-[(2R)-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]pyrrolidin-2-yl]-4,5-dihydro-1,3-thiazole-4-carbonyl]amino]but-2-enoate | 1439922-48-1

• 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: prop-2-enyl (E)-2-[[(4R)-2-[(2S)-1-[(2R)-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]pyrrolidin-2-yl]-4,5-dihydro-1,3-thiazole-4-carbonyl]amino]but-2-enoate
• CAS: 1439922-48-1
• 化学式: C₂₆H₄₀N₄O₆S
• 分子量: 536.693
• InChiKey: GXJBXRZXJWISPP-YIZKUVGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  37
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  152
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  BOC-D-亮氨酸 在 二乙胺基三氟化硫 、 四丁基氟化铵 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 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-) 、 copper dichloride 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 49.5h， 生成 prop-2-enyl (E)-2-[[(4R)-2-[(2S)-1-[(2R)-4-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]pyrrolidin-2-yl]-4,5-dihydro-1,3-thiazole-4-carbonyl]amino]but-2-enoate 、
  参考文献：
  名称：

  Synthesis of the (E)-dehydrobutyrine–thiazoline–proline–leucine fragment of vioprolides B and D

  摘要：

  A procedure is reported for the introduction of both the thiazoline and (E)-dehydrobutyrine components into a tetrapeptide-derived fragment of vioprolides B and D. The (E)-dehydrobutyrine is introduced first but, as the carbon-carbon double-bond of the dehydrobutyrine appeared incompatible with an adjacent thiol, the thiazoline was assembled by dehydration of a serine containing thioamide not by dehydration of a cysteinyl analogue. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.017

文献信息

• Synthesis of the (E)-dehydrobutyrine–thiazoline–proline–leucine fragment of vioprolides B and D
  作者：Hao Liu、Eric J. Thomas

  DOI：10.1016/j.tetlet.2013.04.017

  日期：2013.6

  A procedure is reported for the introduction of both the thiazoline and (E)-dehydrobutyrine components into a tetrapeptide-derived fragment of vioprolides B and D. The (E)-dehydrobutyrine is introduced first but, as the carbon-carbon double-bond of the dehydrobutyrine appeared incompatible with an adjacent thiol, the thiazoline was assembled by dehydration of a serine containing thioamide not by dehydration of a cysteinyl analogue. (C) 2013 Elsevier Ltd. All rights reserved.