1,5-anhydro-D-talitol | 51607-74-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,5-anhydro-D-talitol
• 英文别名: 2,6-anhydro-D-altritol；2,6-Anhydro-D-altrit；1,5-Anhydro-D-mannit；(2R,3R,4R,5R)-2-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 51607-74-0
• 化学式: C₆H₁₂O₅
• 分子量: 164.158
• InChiKey: MPCAJMNYNOGXPB-KAZBKCHUSA-N

物化性质

• 沸点：
  376.8±42.0 °C(Predicted)
• 密度：
  1.533±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：
  1
• 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：

  1,5-anhydro-D-talitol 在 N-碘代丁二酰亚胺 、 4 A molecular sieve 、 碘 、 sodium methylate 、 silver trifluoromethanesulfonate 、 三苯基膦 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 6.17h， 生成 4-O-(α-D-arabinofuranosyl)-1,5:3,6-dianhydro-D-talitol
  参考文献：
  名称：

  Oligofuranosides Containing Conformationally Restricted Residues:  Synthesis and Conformational Analysis

  摘要：

  The synthesis of a panel of arabinofuranosyl oligosaccharide analogues (5-13) in which one ring is locked into either the E-3 or E-O conformation is described. The E-3-locked scaffolds 15 and 16 required for the synthesis of 5-10 were prepared in one step from known 1,5-anhydroalditols. A number of routes were explored for the preparation of the E-O-locked monosaccharide derivative 17 needed for the preparation of 11-13. The successful synthesis of 17 was achieved in 17 steps from D-arabinose. Subsequent analysis of 5-13 by H-1 NMR spectroscopy demonstrated that the locked residue does not exert any detectable influence upon the conformers populated by adjacent conformationally unrestricted furanose rings.

  DOI：

  10.1021/jo011127p
• 作为产物：
  描述：

  2,6-anhydro-3,4-O-cyclohexylidene-D-altritol 在 三氟乙酸 作用下， 以 水 为溶剂， 反应 12.0h， 以89%的产率得到1,5-anhydro-D-talitol
  参考文献：
  名称：

  由糖内酯合成四氢吡喃

  摘要：

  γ-和δ-己内酯的脱水，可以通过在C-2处的三氟甲磺酸酯离去基团的分子内亲核置换，或通过OH-6的Mitsunobu型置换来实现，可以得到含有四氢吡喃环的双环内酯。这些双环内酯的还原或亲核开环以良好的产率提供了多官能化的四氢吡喃。

  DOI：

  10.1016/s0040-4020(98)00837-0

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。
• ANTIBACTERIAL COMPOSITION COMPRISING AN ACETAL OR A LONG-CHAIN ALKYL HEXITANE ETHER
  申请人：TEREOS STARCH & SWEETENERS BELGIUM

  公开号：US20180000077A1

  公开（公告）日：2018-01-04

  The present invention relates to a A bactericidal or bacteriostatic composition comprising an acetal or a hexitan ether preferentially of a long-chain alkyl sorbitan, arlitan or mannitan, 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.

  本发明涉及一种杀菌或抑菌组合物，包括优选为长链烷基山梨醇、阿利坦或曼尼坦的缩醛或六元醚，其用于治疗或预防革兰氏阳性细菌感染，用作外用卫生或皮肤产品以及一种消毒表面的方法。
• 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：US10442830B2

  公开（公告）日：2019-10-15

  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.

  一种获得 C4-C8 和 C9-C18 烷基单醚糖混合物的工艺，包括a) 第一步将糖或糖混合物与 C4-C8 脂肪族醛或其缩醛进行缩醛化或反缩醛化； b) 第二步连续或同时将 a) 中得到的糖或糖混合物产物与 C9-C18 脂肪族醛或其缩醛进行缩醛化或反缩醛化、c) 对得到的糖醛进行催化氢解，以及 d) 回收 C4-C8 和 C9-C18 烷基糖单乙醚混合物。本发明还涉及一种 C4-C8 和 C9-C18 烷基糖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：US10537103B2

  公开（公告）日：2020-01-21

  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.

  一种由单糖烷基单醚或单乙醛异构体混合物组成的杀菌或抑菌组合物，其用途包括治疗或预防革兰氏阳性细菌感染，用作外用卫生或皮肤产品，以及一种表面消毒方法。