(2S)-2-[[(2S)-2-[[(2S)-2-[[(4S)-4-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid | 844486-60-8

• 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: (2S)-2-[[(2S)-2-[[(2S)-2-[[(4S)-4-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid
• CAS: 844486-60-8
• 化学式: C₅₁H₇₅N₁₁O₁₄
• 分子量: 1066.22
• InChiKey: AJTUBPQJIORWCO-CUPIEXAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  76
• 可旋转键数：
  32
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  366
• 氢给体数：
  7
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 (2S)-2-[[(2S)-2-[[(2S)-2-[[(4S)-4-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid 、 在 cesium bicarbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  Regioselective synthesis of peptidic derivatives and glycolamidic esters of Methotrexate

  摘要：

  Convenient methods for regioselective syntheses of Methotrexate peptidic conjugates are described. Solid phase synthesis for derivatives of Methotrexate containing an amide bond has been applied and showed higher efficiency than liquid phase synthesis. Synthetic pathways for regioselective preparation of Glycolamidic ester derivatives of Methotrexate were also developed using 4-amino-4-deoxy-N-10-methylpteroic acid as starting material. These ester bonds were obtained either in solution or by using a combined liquid and solid phase synthesis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.11.049
• 作为产物：
  描述：

  4-[N-(2,4-二氨基-6-蝶啶甲基)-N-甲氨基]苯甲酸半盐酸盐n水 、 alkaline earth salt of/the/ methylsulfuric acid 在 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-) 、 三氟乙酸 作用下， 以 二甲基亚砜 、 二氯甲烷 为溶剂， 反应 4.5h， 以78%的产率得到(2S)-2-[[(2S)-2-[[(2S)-2-[[(4S)-4-[[4-[(2,4-diaminopteridin-6-yl)methyl-methylamino]benzoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoyl]amino]-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid
  参考文献：
  名称：

  Regioselective synthesis of peptidic derivatives and glycolamidic esters of Methotrexate

  摘要：

  Convenient methods for regioselective syntheses of Methotrexate peptidic conjugates are described. Solid phase synthesis for derivatives of Methotrexate containing an amide bond has been applied and showed higher efficiency than liquid phase synthesis. Synthetic pathways for regioselective preparation of Glycolamidic ester derivatives of Methotrexate were also developed using 4-amino-4-deoxy-N-10-methylpteroic acid as starting material. These ester bonds were obtained either in solution or by using a combined liquid and solid phase synthesis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.11.049

文献信息

• Regioselective synthesis of peptidic derivatives and glycolamidic esters of Methotrexate
  作者：Cédric Castex、Christophe Lalanne、Patrick Mouchet、Marc Lemaire、Roger Lahana

  DOI：10.1016/j.tet.2004.11.049

  日期：2005.1

  Convenient methods for regioselective syntheses of Methotrexate peptidic conjugates are described. Solid phase synthesis for derivatives of Methotrexate containing an amide bond has been applied and showed higher efficiency than liquid phase synthesis. Synthetic pathways for regioselective preparation of Glycolamidic ester derivatives of Methotrexate were also developed using 4-amino-4-deoxy-N-10-methylpteroic acid as starting material. These ester bonds were obtained either in solution or by using a combined liquid and solid phase synthesis. (C) 2004 Elsevier Ltd. All rights reserved.