methyl 11-mercaptoundecanoate | 73391-27-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 11-mercaptoundecanoate
• 英文别名: methyl 1-mercaptoundecanoate；11-mercapto-undecanoic acid methyl ester；11-Mercapto-undecansaeure-methylester；methyl 11-sulfanylundecanoate
• CAS: 73391-27-2
• 化学式: C₁₂H₂₄O₂S
• 分子量: 232.387
• InChiKey: ONZUTDDACQHPTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  27.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 11-mercaptoundecanoate 在 乙醇 、 碘 作用下， 生成 12,13-dithia-tetracosanedioic acid dimethyl ester
  参考文献：
  名称：

  Organic Sulfur Derivatives. V.² Preparation and Properties of Some Long-Chain Mercapto Acids and Related Compounds³

  摘要：

  DOI：

  10.1021/jo01104a034
• 作为产物：
  描述：

  10-烯酸甲酯 生成 methyl 11-mercaptoundecanoate
  参考文献：
  名称：

  Use of mercapto-methyl esters as chain transfer agents

  摘要：

  公开了一种自由基乳液聚合过程中的链转移剂，至少包括一种巯基甲酯，还涉及包含至少一种此类巯基甲酯的自由基乳液（共）聚合过程及其用途。还公开了巯基甲二酯。

  公开号：

  US09126919B2

文献信息

• Sodium Borohydride–Mediated Transesterification
  作者：Grigoriy Sereda、Swetha Pothula、James Dreessen

  DOI：10.1080/00397910903072438

  日期：2010.4.12

  presence of sodium borohydride, esters react with alcohols with formation of the corresponding esters. The reaction is sensitive to the solvent, structure of the ester, and is often concurrent with reduction. Thioesters containing an ester group can be selectively cleaved by the reagent. Both esters and thioesters attached to solid support are resistant toward sodium borohydride. The in situ prepared

  在硼氢化钠存在下，酯与醇反应形成相应的酯。该反应对溶剂、酯的结构敏感，并且通常与还原同时发生。含有酯基的硫酯可以被试剂选择性地裂解。附着在固体支持物上的酯和硫酯都耐硼氢化钠。引入原位制备的四烷氧基硼酸钠作为酯交换的有效试剂和催化剂。
• Use of mercapto-methyl esters as chain transfer agents
  申请人：Arkema France

  公开号：US09126919B2

  公开（公告）日：2015-09-08

  Disclosed herein is a chain transfer agent in a free-radical emulsion polymerization process, of at least one mercapto-methyl ester, and also relates to the free-radical emulsion (co)polymerization process comprising at least one such mercapto-methyl ester and uses thereof. Also disclosed herein are mercapto-methyl diesters.

  公开了一种自由基乳液聚合过程中的链转移剂，至少包括一种巯基甲酯，还涉及包含至少一种此类巯基甲酯的自由基乳液（共）聚合过程及其用途。还公开了巯基甲二酯。
• Synthesis from pullulan of spacer-arm, lipid, and ethyl glycosides of a tetrasaccharide [α-d-Glc-(1→6)-α-d-Glc-(1→4)-α-d-Glc-(1→4)-d-Glc] found in human urine; preparation of neoglycoproteins
  作者：Jan Dahmén、Torbjörn Frejd、Göran Magnusson、Ghazi Noori、Anne-Sofie Carlström

  DOI：10.1016/0008-6215(84)85103-4

  日期：1984.4

  2-bromoethanol and boron trifluoride etherate in dichloromethane, gave the 2-bromoethyl glycoside. The reactions of the glycoside with methyl 3-mercaptopropionate, methyl 11-mercaptoundecanoate, and octadecanethiol are described, and also its hydrogenolysis to give an ethyl glycoside. The mercaptopropionate-derived, spacer-arm glycoside has been coupled to bovine serum albumin and keyhole limpet haemocyanin

  摘要支链淀粉的酶水解，然后进行乙酰化和色谱分离，得到乙酰化的α-d -Glc p-（1→6）-α-d -Glc p-（1→4）-α-d -Glc p-（1→ 4）-d-Glc p，其与2-溴乙醇和三氟化硼在二氯甲烷中的醚化产物，得到2-溴乙基糖苷。描述了糖苷与3-巯基丙酸甲酯，11-巯基癸酸甲酯和十八烷硫醇的反应，还对其进行氢解得到乙基糖苷。巯基丙酸酯衍生的间隔臂糖苷已与牛血清白蛋白和匙孔血蓝蛋白偶联。
• Efficient Synthesis of Functionalized Unsymmetrical Dialkyl Trisulfanes
  作者：Dariusz Witt、Slawomir Lach

  DOI：10.1055/s-0033-1338966

  日期：——

  We have developed a convenient method for the synthesis of functionalized unsymmetrical dialkyl trisulfanes under mild conditions in very good yields. The designed method is based on the reaction of (5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)-disulfanyl derivatives with alkyl disulfanyl anions generated in situ from S-acetyl disulfanyl derivatives and sodium methoxide. The developed method

  我们开发了一种方便的方法，可以在温和的条件下以非常好的收率合成功能化的不对称二烷基三硫烷。所设计的方法基于 (5,5-二甲基-2-硫代-1,3,2-二氧杂膦基-2-基)-二硫烷基衍生物与 S-乙酰二硫烷基衍生物和钠原位生成的烷基二硫烷基阴离子的反应。甲醇。所开发的方法允许制备在三硫烷官能团两侧带有额外羟基、羧基或氨基官能团的不对称三硫烷。
• Novel and Efficient Synthesis of Unsymmetrical Trisulfides
  作者：Dariusz Witt、Slawomir Lach、Magdalena Sliwka-Kaszynska

  DOI：10.1055/s-0030-1259033

  日期：2010.12

  We have developed a convenient method for the synthesis of unsymmetricaltrisulfides under mild conditions in very good yields. The designedmethod is based on the straightforward preparation of 1-[(5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)trisulfanyl]dodecanefrom readily available 5,5-dimethyl-2-sulfanyl-2-thioxo-1,3,2-dioxaphosphorinane,sulfur dichloride (SCl 2 ) and dodecane-1-thiol. The

  我们开发了一种在温和条件下以非常好的产率合成不对称三硫化物的简便方法。设计的方法基于从容易获得的 5,5-二甲基-2-硫烷基中直接制备 1-[(5,5-二甲基-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)trisulfanyl]dodecane- 2-thioxo-1,3,2-dioxaphosphorinane、二氯化硫 (SCl 2 ) 和十二烷-1-硫醇。不对称三硫化物也可以从脂肪族、芳香族硫醇和 L-半胱氨酸衍生物中获得。