(2R,3R)-2,3,4-trihydroxy-N-prop-2-enylbutanamide | 1021495-93-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R,3R)-2,3,4-trihydroxy-N-prop-2-enylbutanamide
• CAS: 1021495-93-1
• 化学式: C₇H₁₃NO₄
• 分子量: 175.185
• InChiKey: XPNVNZBLYCYGCX-PHDIDXHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  89.8
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙烯胺 、 (3R,4R)-(-)-D-赤酮酸内酯 在 bis(trifluoromethane)sulfonimide lithium 作用下， 以 氯仿 为溶剂， 反应 40.0h， 以6%的产率得到(2R,3R)-2,3,4-trihydroxy-N-prop-2-enylbutanamide
  参考文献：
  名称：

  LiNTf₂-Catalyzed Aminolysis of Lactones with Stoichiometric Quantities of Amines

  摘要：

  在内酯与胺的反应中，LiNTf2 能够活化环酯，使其向开环方向发展，从而在温和的条件下，使用一定量的胺就能生成干净的开链酰胺。一系列选定的内酯和胺证明了该方法的通用性。

  DOI：

  10.1055/s-2007-1000882

文献信息

• Small molecule ice recrystallization inhibitors and methods of use thereof
  申请人：THE UNIVERSITY OF OTTAWA

  公开号：US10004222B2

  公开（公告）日：2018-06-26

  Ice recrystallization inhibitor (IRI) compounds and methods for cryopreserving umbilical cord blood are provided. The compounds are unsubstituted, mono-substituted, or di-substituted aryl-aldonamides. The methods include fractionating whole umbilical cord blood to generate a fraction comprising hematopoietic stem cells, mixing the hematopoietic stem cells with at least one IRI compound to form an IRI suspension, and freezing the IRI suspension.

  本研究提供了用于冷冻保存脐带血的冰再结晶抑制剂（IRI）化合物和方法。这些化合物是未取代的、单取代的或双取代的芳基-醛酰胺类化合物。这些方法包括分馏整个脐带血以产生包含造血干细胞的部分，将造血干细胞与至少一种IRI化合物混合以形成IRI悬浮液，并冷冻IRI悬浮液。
• SMALL MOLECULE ICE RECRYSTALLIZATION INHIBITORS AND METHODS OF USE THEREOF
  申请人：THE UNIVERSITY OF OTTAWA

  公开号：US20150157010A1

  公开（公告）日：2015-06-11

  The invention relates to small molecule ice recrystallization inhibitor (IRI) compounds having increased ice recrystallization inhibition activity. The IRI compounds disclosed herein are useful in compositions, kits and methods for cryopreserving biological material such as organs, tissues and cells.
• Small Molecule Ice Recrystallization Inhibitors And Methods Of Use Thereof
  申请人：THE UNIVERSITY OF OTTAWA

  公开号：US20150373968A1

  公开（公告）日：2015-12-31

  Ice recrystallization inhibitor (IRI) compounds and methods for cryopreserving umbilical cord blood are provided. The compounds are unsubstituted, mono-substituted, or di-substituted aryl-adlonamides. The methods include fractionating whole umbilical cord blood to generate a fraction comprising hematopoietic stem cells, mixing the hematopoietic stem cells with at least one IRI compound to form an IRI suspension, and freezing the IRI suspension.
• US9648869B2
  申请人：——

  公开号：US9648869B2

  公开（公告）日：2017-05-16
• [EN] SMALL MOLECULE ICE RECRYSTALLIZATION INHIBITORS AND METHODS OF USE THEREOF<br/>[FR] INHIBITEURS DE RECRISTALLISATION DE GLACE À PETITES MOLÉCULES ET PROCÉDÉS D'UTILISATION ASSOCIÉS
  申请人：UNIV OTTAWA

  公开号：WO2013175299A1

  公开（公告）日：2013-11-28

  The invention relates to small molecule ice recrystallization inhibitor (IRI) compounds having increased ice recrystallization inhibition activity. The IRI compounds disclosed herein are useful in compositions, kits and methods for cryopreserving biological material such as organs, tissues and cells.