[(3S,3aR,6R,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] 2-methylpropanoate | 84207-86-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃类
• 英文名称: [(3S,3aR,6R,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] 2-methylpropanoate
• CAS: 84207-86-3；125411-45-2
• 化学式: C₁₀H₁₆O₅
• 分子量: 216.234
• InChiKey: JZVCAPVZKROZGI-JQCXWYLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异丁酸酐 、 异山梨醇 反应 1.0h， 以82%的产率得到[(3R,3aR,6S,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] 2-methylpropanoate
  参考文献：
  名称：

  Regioselektive Acylierung von 1,4:3,6-Dianhydro-D-glucit

  摘要：

  1,4:3,6-二脱氢-D-葡萄糖醇的区域选择性酰化 1,4:3,6-二脱氢-D-葡萄糖醇在重金属盐存在下与酸酐发生酰化反应，可生成具有高区域选择性的 5-内向酰化物，且检测不到大量异构的 2-酰化物。在有酯化催化剂存在的情况下，加热含有不同量的 1,4:3,6-二脱氢-D-葡萄糖醇、2-和 5-单乙酸酯以及 2,5-二乙酸酯的酰化混合物，同时蒸馏掉沸点较低的 2-乙酸酯，就会发生酰基迁移，优先选择 2-外位。

  DOI：

  10.1055/s-1987-27878

文献信息

• Selective Esterification of 1,4:3,6-Dianhydro-D-glucitol
  作者：Živorad Čeković、Zorana Tokić

  DOI：10.1055/s-1989-27332

  日期：——

  Esterification of 1,4:3,6-dianhydro-D-glucitol (1) with carboxcylic acids in the presence of 4-dimethylaminopyridine and dicyclohexylcar- bodiimide affords 2-exo-acylates 3 with high regioselectivity, in addition to small amounts of the isomeric 5-endo-acylates 4 and 2,5-diacylates 5.

  在 4-二甲基氨基吡啶和二环己基碳二亚胺的存在下，1,4:3,6-二氢-D-葡萄糖醇（1）与羧酸发生酯化反应，除了生成少量异构的 5-内向酰化物 4 和 2,5-二酰化物 5 外，还能以高区域选择性生成 2-外向酰化物 3。
• Method for the Surface Treatment of a Metallic or Fibrous Material
  申请人：Mentink Leon

  公开号：US20080191171A1

  公开（公告）日：2008-08-14

  The invention relates to a surface treatment method, in which a material other than the human body, which is selected from metallic materials and fibrous materials, is brought into contact with a composition comprising at least one dianhydrohexitol ether (compound A). The dianhydrohexitol ether can be associated with a compound B which is selected from among solubilising agents, acid agents and alkaline agents. The fibrous material to undergo surface treatment is chosen from the following materials in particular, namely: wood materials, vegetable materials, paper materials and textile materials.
• Method For the Treatment of a Material Other Than the Human Body
  申请人：Mentink Leon

  公开号：US20080191164A1

  公开（公告）日：2008-08-14

  The invention relates to a method for the treatment of material other than the human body, in which the material to be treated is mixed or brought into contact with a composition comprising: a) at least one compound A which is selected from dianhydrohexitol ethers, preferably dimethyl isosorbide; and b) at least one compound B which is selected from alkaline agents, acid agents and solubilising agents which are chosen from among liquid fatty alcohols at 25° C. other than isostearylic alcohol, non-fatty alcohols, terpenic compounds, aldehydes, ketones, fluoro compounds, sulphur compounds, ethers, esters and supercritical fluids.
• Regioselektive Acylierung von 1,4:3,6-Dianhydro-D-glucit
  作者：Peter Stoss、Peter Merrath、Günther Schlüter

  DOI：10.1055/s-1987-27878

  日期：——

  Regioselective Acylation of 1,4:3,6-Dianhydro-D-glucitol Acylation of 1,4:3,6-dianhydro-D-glucitol with anhydrides in the presence of heavy metal salts affords 5-endo-acylates with high regioselectivity, without detectable amounts of the isomeric 2-acylates. Acyl group migration occurs with preference for the 2-exo-position, on heating an acylation mixture, which contains varying amounts of 1,4:3,6-dianhydro-D-glucitol, 2- and 5-monoacylate and 2,5-diacylate, in the presence of reesterification catalysts and whilst distilling off the lower boiling 2-acylate.

  1,4:3,6-二脱氢-D-葡萄糖醇的区域选择性酰化 1,4:3,6-二脱氢-D-葡萄糖醇在重金属盐存在下与酸酐发生酰化反应，可生成具有高区域选择性的 5-内向酰化物，且检测不到大量异构的 2-酰化物。在有酯化催化剂存在的情况下，加热含有不同量的 1,4:3,6-二脱氢-D-葡萄糖醇、2-和 5-单乙酸酯以及 2,5-二乙酸酯的酰化混合物，同时蒸馏掉沸点较低的 2-乙酸酯，就会发生酰基迁移，优先选择 2-外位。