2,5-脱水-D-甘露醇四乙酸酯 | 65729-88-6

• 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
• 中文名称: 2,5-脱水-D-甘露醇四乙酸酯
• 中文别名: 2,5-脱氢-D-甘露糖醇四乙酸酯
• 英文名称: 1,3,4,6-tetra-O-acetyl-2,5-anhydro-D-glucitol
• 英文别名: 1,3,4,6-tetra-O-acetyl-2,5-anhydro-D-mannitol；1,3,4,6-teta-O-acetyl-2,5-anhydro-D-mannitol；tetra-O-acetyl-2,5-anhydro-D-mannitol；1,3,4,6-Tetra-O-acetyl-2,5-anhydro-D-mannit；2,5-Anhydro-tetra-O-acetyl-D-mannit；Tetra-O-acetyl-2,5-anhydro-D-mannit；2,5-Anhydro-D-mannitol Tetraacetate；[(2R,3R,4R,5R)-3,4-diacetyloxy-5-(acetyloxymethyl)oxolan-2-yl]methyl acetate
• CAS: 65729-88-6
• 化学式: C₁₄H₂₀O₉
• 分子量: 332.307
• InChiKey: LRVQZSOYVOEEPQ-AAVRWANBSA-N

物化性质

• 溶解度：
  可溶于乙酸乙酯、甲醇、水

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,5-脱水-D-甘露醇四乙酸酯 在 sodium periodate 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 bis-((R)-β-hydroxy-β'-oxo-isopropyl)-ether
  参考文献：
  名称：

  Original Synthesis of Linear, Branched and Cyclic Oligoglycerol Standards

  摘要：

  DOI：

  10.1002/1099-0690(200103)2001:5<875::aid-ejoc875>3.0.co;2-r
• 作为产物：
  描述：

  2,5-脱水-d-甘露糖 在 吡啶 、 sodium tetrahydroborate 作用下， 生成 2,5-脱水-D-甘露醇四乙酸酯
  参考文献：
  名称：

  Rao, Vanga S.; Perlin, Arthur S., Canadian Journal of Chemistry, 1984, vol. 62, p. 886 - 890

  摘要：

  DOI：

文献信息

• Synthesis, Aggregation, and Chiroptical Properties of Chiral, Amphiphilic Dendrimers
  作者：Matthew J. Laufersweiler、Jason M. Rohde、Jean-Louis Chaumette、Dominique Sarazin、Jon R. Parquette

  DOI：10.1021/jo010423z

  日期：2001.9.1

  structure of the dendrimers collapses in water, resulting in an increased steric effect upon the central core that is manifested by lower optical rotatory power. However, contributions to the chiroptical properties from the dendron branch segments were not evident in water or organic media, suggesting that chiral substructures were not developing in the branch segments of the dendrimers. Multiangle light

  描述了基于包含三或四官能手性中心核和烯丙基酯末端的3，5-二羟基苄醇的两亲树状聚合物的合成。通过钯催化的周边烯丙基酯的脱保护作用，将水溶性赋予树枝状聚合物。该方法提供了羧酸酯表面的完全脱保护，因为与甲酯末端的碱性水解相反，在整个脱保护的过程中保持了部分水解中间体的溶解性，从而避免了反应过程中的沉淀。色谱分析表明，树枝状大分子的结构在水中塌陷，导致对中心核的空间效应增加，这表现为较低的旋光能力。然而，在水或有机介质中，树枝状分支部分对手性的贡献不明显，这表明树枝状聚合物的分支部分没有形成手性亚结构。多角度光散射研究表明，树枝状聚合物在水性介质中经历了明显的聚集，并在较高世代时下降。可以通过将构象偏好从低代的盘状构象更改为高代的更球状构象来合理化此行为。多角度光散射研究表明，树枝状聚合物在水性介质中经历了明显的聚集，并在较高世代时下降。可以通过将构象偏好从低代的盘状构象更改为高代的更球状构象来
• Synthesis of dendrimers containing 2,5-anhydro-d-mannitol as a chiral, tetrafunctional central core with C2 symmetry
  作者：Jason M. Rohde、Jon R. Parquette

  DOI：10.1016/s0040-4039(98)02109-1

  日期：1998.12

  The synthesis of first through third generation dendrimers containing a chiral, tetrafunctional core and allyl ester termini is described. The molar rotations of the dendrimers were observed to become less negative with increasing generation; however, the rotations of the dendrimers were more negative than the starting central core.

  描述了包含手性，四官能核和烯丙基酯末端的第一至第三代树状聚合物的合成。观察到树枝状聚合物的摩尔旋转随着世代的增加而变得越来越小。然而，树枝状聚合物的旋转比起始中心核更负。
• Fructose analogs and their combinations as anti-cancer agents
  申请人：Jia Wei

  公开号：US10441564B2

  公开（公告）日：2019-10-15

  The present invention provides a fructose analogue and a composition thereof which can be used for cancer treatment, has a targeting effect and has little effect on normal cells, particularly when used in the treatment of acute myeloid leukemia (‘AML’) and pancreatic cancer and other types of cancer having similar metabolic characteristics. In the present invention, the fructose analog is selected from the group consisting of 2,5-anhydro-D-mannitol and the 2,5-anhydro-D-mannitol derivative substituted at the 1-position or 6-position by an amino group, an alkyl group or an aryl group, anhydro-D-mannitol tetraacetate and 2,5-anhydroglucitol and the like. The fructose analogs of the present invention can be used to prepare and treat cancer drugs and can be prepared as injectable preparations or oral preparations. The fructose analogues of the present invention can be used in combination with conventional anticancer drugs when used in the preparation of a medicament for the treatment of cancer. The fructose analogs of the present invention can be used in combination with glucose analogues in the treatment of cancer or organ fibrosis.

  本发明提供了一种果糖类似物及其组合物，可用于癌症治疗，具有靶向作用，对正常细胞影响小，尤其是用于治疗急性髓性白血病（"AML"）和胰腺癌以及具有类似代谢特征的其他类型癌症时。在本发明中，果糖类似物选自 2,5-脱水-D-甘露醇和在 1 位或 6 位被氨基、烷基或芳基取代的 2,5-脱水-D-甘露醇衍生物、脱水-D-甘露醇四乙酸酯和 2,5-脱水葡萄糖醇等组成的组。本发明的果糖类似物可用于制备和治疗癌症药物，可以制备成注射制剂或口服制剂。在制备治疗癌症的药物时，本发明的果糖类似物可与常规抗癌药物联合使用。本发明的果糖类似物可与葡萄糖类似物联合用于治疗癌症或器官纤维化。
• An efficient synthesis of anhydroalditols and allylic-glycosides
  作者：John A. Bennek、Gary R. Gray

  DOI：10.1021/jo00381a030

  日期：1987.3
• Gouda, Ibrahim; Larm, Olle; Mosihuzzaman, M., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1983, vol. 37, # 1, p. 72 - 74
  作者：Gouda, Ibrahim、Larm, Olle、Mosihuzzaman, M.

  DOI：——

  日期：——