1,4-anhydro-DL-galactitol | 51196-40-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: 1,4-anhydro-DL-galactitol
• 英文别名: 3,6-anhydro-D-galactitol；1,4-sorbitan；L-1,4-anhydro-galactitol；L-1,4-Anhydro-galactit；1,4-Anhydro-D-galactit；(2R,3S,4R)-2-[(1S)-1,2-dihydroxyethyl]oxolane-3,4-diol
• CAS: 51196-40-8
• 化学式: C₆H₁₂O₅
• 分子量: 164.158
• InChiKey: JNYAEWCLZODPBN-BGPJRJDNSA-N

物化性质

• 沸点：
  442.5±40.0 °C(Predicted)
• 密度：
  1.573±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  90.2
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,4-anhydro-DL-galactitol 在 3 A molecular sieve 作用下， 反应 4.0h， 以37%的产率得到1,4:3,6-dianhydro-L-iditol
  参考文献：
  名称：

  The solvent-free thermal dehydration of hexitols on zeolites

  摘要：

  Dehydration of galactitol, D-glucitol and D-Mannitol at high temperature in the presence of molecular sieves without solvent under an argon atmosphere is described. Cyclodehydration products with retention or inversion of the configuration at asymmetric carbon atoms, were observed. Reaction of galactitol yielded racemic 1,4-anhydrogalactitol in a first step and then racemic 1,4:3,6-dianhydroiditol. Complete analytical separations of exhaustively O-acetylated reaction products were achieved by GC and structures were assigned using co-injection with standards. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00129-5
• 作为产物：
  描述：

  D-半乳糖酸-1,4-内酯 在 sodium tetrahydroborate 、 氢溴酸 、 乙酰氯 作用下， 以 乙醇 、 水 为溶剂， 反应 7.0h， 生成 1,4-anhydro-DL-galactitol
  参考文献：
  名称：

  Enantiomerically pure, highly functionalized tetrahydrofurans from simple carbohydrate precursors

  摘要：

  6-Bromo-6-deoxy-1,4-aldonolactones and 6-bromo-6-deoxy-alditols with D-galacto-, D-altro-, D-manno- and D-ido-configuration were selectively converted into hydroxylated tetrahydrofuran derivatives by simple heating in water. The 6-bromo-6-deoxy-D-altritol (10) and 6-bromo-6-deoxy-D-iditol (25) reacted even at room temperature. Likewise, the 6-bromo-2,6-dideoxy-aldonolactones with D-arabino- (29) and D-lyxo-configuration (31) gave the corresponding 2-deoxy-3,6-anhydrides, when heated in water. The rate of formation of the furan ring by intramolecular nucleophilic substitution was determined by the conformation of the bromopolyols in water.

  DOI：

  10.1016/s0040-4020(01)89337-6

文献信息

• SYNTHESIS OF MONOETHERS OF SUGAR COMPRISING A LONG ALKYL CHAIN AND USES THEREOF AS A SURFACTANT
  申请人：TEREOS STARCH & SWEETENERS BELGIUM

  公开号：US20180265533A1

  公开（公告）日：2018-09-20

  A process for obtaining a mixture of C4-C8 and C9-C18 alkyl monoether of saccharide, comprising: a) a first step of acetalization or trans-acetalization of a saccharide or of a mixture of saccharides with a C4-C8 aliphatic aldehyde or the acetal thereof, b) a second consecutive or simultaneous step of acetalization or trans-acetalization of the product obtained in a) of the saccharide or mixture of saccharides with a C9-C18 aliphatic aldehyde or the acetal thereof, c) a step of catalytic hydrogenolysis of the saccharide acetals obtained, and d) a step of recovery of a mixture of C4-C8 and C9-C18 alkyl saccharide monoethers. The invention further relates to a mixture of C4-C8 and C9-C18 alkyl saccharide monoethers and the use thereof as a surfactant.

  一种获取C4-C8和C9-C18糖苷烷基单醚混合物的方法，包括：a)对糖苷或糖苷混合物与C4-C8脂肪族醛或其缩醛进行缩醛化或转缩醛化的第一步骤，b)对步骤a)中得到的糖苷或糖苷混合物与C9-C18脂肪族醛或其缩醛进行连续或同时的缩醛化或转缩醛化的第二步骤，c)对所得糖苷缩醛进行催化氢解的步骤，以及d)回收C4-C8和C9-C18糖苷烷基单醚混合物的步骤。该发明还涉及一种C4-C8和C9-C18糖苷烷基单醚混合物及其作为表面活性剂的用途。
• ANTIBACTERIAL COMPOSITION CONTAINING AN ISOMER MIXTURE OF MONOSACCHARIDE ALKYL MONOACETALS OR MONOETHERS
  申请人：TEREOS STARCH & SWEETENERS BELGIUM

  公开号：US20170347653A1

  公开（公告）日：2017-12-07

  A bactericidal or bacteriostatic composition comprising an isomer mixture of monosaccharide alkyl monoethers or monoacetals, its use in the treatment or prevention of Gram-positive bacterial infections, its use as a hygiene or dermatological product for external use and a method for disinfecting surfaces.

  一种杀菌或抑菌组合物，包括单糖烷基单醚或单缩醛的异构体混合物，其用于治疗或预防革兰氏阳性细菌感染，其用作外用卫生或皮肤学产品，以及一种消毒表面的方法。
• A Simple Conversion of Polyols into Anhydroalditols
  作者：Alain Duclos、Catherine Fayet、Jacques Gelas

  DOI：10.1055/s-1994-25643

  日期：——

  A simple procedure, which consists of direct heating of pyridinium chloride and the starting material, is described for the dehydration of alditols. Anhydroalditols, of great interest for various applications, are thus obtained, and the selectivity of the reaction is discussed. Some selective protections for further uses of these products are studied.

  描述了一种简单的程序，直接加热吡啶盐酸盐和起始材料，用于脱水醇糖。这样获得了在各种应用中非常重要的无水醇糖，并讨论了反应的选择性。还研究了一些选择性保护方法，以便进一步使用这些产品。
• [EN] IMPROVED METHOD OF MAKING INTERNAL DEHYDRATION PRODUCTS OF SUGAR ALCOHOLS<br/>[FR] PROCÉDÉ PERFECTIONNÉ DE FABRICATION DE PRODUITS DE DÉSHYDRATATION INTERNE D'ALCOOLS DE SUCRE
  申请人：ARCHER DANIELS MIDLAND CO

  公开号：WO2014070371A1

  公开（公告）日：2014-05-08

  A process is provided for making isohexides such as isosorbide with reduced color and/or improved color stability on storage, wherein ionic species in the crude dehydration product mixture are chromatographically substantially separated from the remainder of the crude product mixture, then the remainder is refined to yield a finished product for further use or sale.

  提供一种制备异己糖醇（如异山梨醇）的工艺，以减少颜色和/或提高贮存期间的颜色稳定性。在该工艺中，通过色谱方法将原始脱水产物混合物中的离子物种与其余原始产物混合物基本分离，然后对其余部分进行精制，得到可用于进一步使用或销售的成品。
• The chemical-transformation products of 1,6-dibromo-1,6-dideoxygalactitol and 1,2:5,6-dianhydrogalactitol in aqueous solution
  作者：Ildikó Vidra、Kálmán Simon、László Institóris、Ingeborg Csöregh、Mátyás Czugler

  DOI：10.1016/0008-6215(82)85005-2

  日期：1982.12

  Abstract After hydrolysis of 1,6-dibromo-1,6-dideoxygalactitol ( 1 ) and 1,2:5,6-dianhydrogalactitol ( 2 ), 11 compounds were isolated, three of them as tritylated derivatives. Their structures were established on the basis of chemical evidence and, for four compounds, by X-ray diffraction. The main product of the hydrolysis of 1 was 3,6-anhydro-1-bromo-1-deoxy- dl -galactitol; the end-products of

  摘要1,6-二溴-1,6-二脱氧半乳糖醇（1）和1,2：5,6-二脱水半乳糖醇（2）水解后，分离出11种化合物，其中3种为三苯甲基化衍生物。它们的结构是根据化学证据确定的，对于四种化合物，通过X射线衍射确定。1水解的主要产物是3，6-脱水-1-溴-1-脱氧-dl-半乳糖醇；2水解的最终产物是1,5-脱水dl-半乳糖醇，2,5-脱水dl-乳糖醇和半乳糖醇。