6,7-dideoxy-β-D-galacto-hept-6-ene-pyranose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6,7-dideoxy-β-D-galacto-hept-6-ene-pyranose
• 英文别名: (2R,3R,4S,5R,6R)-6-ethenyloxane-2,3,4,5-tetrol
• 化学式: C₇H₁₂O₅
• 分子量: 176.169
• InChiKey: NBZOJTKGDHDQAS-VOQCIKJUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  90.2
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  D-吡喃葡萄糖 在 咪唑 、 草酰氯 、 四丁基氟化铵 、 二甲基亚砜 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 6,7-dideoxy-β-D-galacto-hept-6-ene-pyranose
  参考文献：
  名称：

  An Efficient Way to 1,7-Enynes and Ethyl 8-Yn-2-enoates from Aldohexoses and to Polyhydroxylated 1-Vinylcyclohexenes

  摘要：

  In this paper, we report the synthesis of carbohydrate-derived 1,7-enynes and subsequent metathesis to yield polyhydroxylated 1-vinylcyclohexenes. For example, we converted D-glucose 2 to the (6,7)dideoxy-D-gluco-hept-6-ene-pyranose 7, which led to the desired 1,7-enyne 16. The ring-closing metathesis of this 1,7-enyne 16 with the second generation Grubbs catalyst, under Mori's conditions, gave the corresponding polyhydroxylated 1-vinylcyclohexene 25 in 76% yield. The conversion of several aldohexoses into polyhydroxylated 1-vinylcyclohexenes was carried out with satisfying yields. We report also the synthesis of two carbohydrate-derived ethyl 8-yn-2-enoates from D-glucose derivatives.

  DOI：

  10.1021/jo035437e

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.