3-O-dodecyl-1,4-D-sorbitan

• 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: 3-O-dodecyl-1,4-D-sorbitan
• 英文别名: (1R)-1-[(2R,3R,4S)-3-dodecoxy-4-hydroxyoxolan-2-yl]ethane-1,2-diol
• 化学式: C₁₈H₃₆O₅
• 分子量: 332.481
• InChiKey: SIGKWPGGHLPKNS-XMTFNYHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  79.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  山梨醇 在 camphor-10-sulfonic acid 、 氢气 作用下， 以 乙醇 为溶剂， 80.0~140.0 ℃ 、5.0 MPa 条件下， 反应 45.0h， 生成 5-O-dodecyl-1,4-D-sorbitan 、 3-O-dodecyl-1,4-D-sorbitan 、 6-O-dodecyl-1,4-D-sorbitan
  参考文献：
  名称：

  Preparation of amphiphilic sorbitan monoethers through hydrogenolysis of sorbitan acetals and evaluation as bio-based surfactants

  摘要：

  通过对山梨醇的对应山梨醇缩醛进行氢解制备了两性山梨醇醚，并将其作为生物基表面活性剂进行评价。

  DOI：

  10.1039/c5gc02131f

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 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。
• Antibacterial composition comprising an acetal or a long-chain alkyl hexitane ether
  申请人：TEREOS STARCH & SWEETENERS BELGIUM

  公开号：US10874103B2

  公开（公告）日：2020-12-29

  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.

  一种杀菌或抑菌组合物，由长链烷基山梨醇酐、阿利坦或甘露醇酐的缩醛或己烷醚组成，可用于治疗或预防革兰氏阳性细菌感染，也可用作外用卫生或皮肤产品，以及一种表面消毒方法。
• Dodecyl sorbitan ethers as antimicrobials against Gram-positive bacteria
  作者：Dorine Belmessieri、Charlotte Gozlan、Marie-Christine Duclos、Oana Dumitrescu、Gérard Lina、Andreas Redl、Nicolas Duguet、Marc Lemaire

  DOI：10.1016/j.bmcl.2017.09.015

  日期：2017.10

  A range of amphiphilic sorbitan ethers has been synthesized in two steps from sorbitan following an acetalization/hydrogenolysis sequence. These sorbitan ethers and the acetal intermediates have been evaluated as antimicrobials against Gram-negative and Gram-positive bacteria. No antimicrobial activity was observed for Gram-negative bacteria. However, the compounds bearing a linear dodecyl chain exhibit antimicrobial activity (MIC as low as 8 mu g/mL) against Gram-positive bacteria such as Listeria monocytogenes, Enterococcus faecalis and Staphylococcus aureus. Encouraged by these preliminary results, dodecyl sorbitan was tested against a range of resistant strains and was found to be active against van-comycin-, methicillin- and daptomycin-resistant strains (MIC = 32-64 mu g/mL). (C) 2017 Elsevier Ltd. All rights reserved.
• COMPOSITION ANTIBACTÉRIENNE COMPRENANT UN ACÉTAL OU UN ÉTHER D'HEXITANE À LONGUE CHAÎNE ALKYLE
  申请人：TEREOS STARCH & SWEETENERS BELGIUM

  公开号：EP3233190B1

  公开（公告）日：2021-02-24