1-pentadecyl methanesulfonate | 62732-70-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 1-pentadecyl methanesulfonate
• 英文别名: pentadecyl mesylate；pentadecyl methylsulfonate；pentadecyl methanesulfonate
• CAS: 62732-70-1
• 化学式: C₁₆H₃₄O₃S
• 分子量: 306.51
• InChiKey: YXLHXVVEWIKTJT-UHFFFAOYSA-N

物化性质

• 沸点：
  413.7±14.0 °C(Predicted)
• 密度：
  0.957±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  20
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-pentadecyl methanesulfonate 在 lithium aluminium tetrahydride 、 sodium azide 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 正十五胺
  参考文献：
  名称：

  Esters, Retroesters, and a Retroamide of Palmitic Acid: Pool for the First Selective Inhibitors of N-Palmitoylethanolamine- Selective Acid Amidase

  摘要：

  Cyclohexyl hexadecanoate, hexadecyl propionate, and N-(3-hydroxypropionyl)pentadecanamide, respectively ester, retroester, and retroamide derivatives of N-palmitoylethanolamine, represent the first selective inhibitors of "N-palmitoylethanolamine hydrolase" described so far. These compounds are devoid of affinity for CB, and CB2 receptors and characterized by high percentages of inhibition of N-palmitoylethanolamine-selective acid amidase (84.0, 70.5, and 76.7% inhibition at 100 muM, respectively) with much lower inhibitory effect on either fatty acid amide hydrolase or the uptake of anandamide.

  DOI：

  10.1021/jm0340795
• 作为产物：
  描述：

  1-十五醇 、 甲基磺酰氯 在 吡啶 作用下， 反应 5.0h， 生成 1-pentadecyl methanesulfonate
  参考文献：
  名称：

  Esters, Retroesters, and a Retroamide of Palmitic Acid: Pool for the First Selective Inhibitors of N-Palmitoylethanolamine- Selective Acid Amidase

  摘要：

  Cyclohexyl hexadecanoate, hexadecyl propionate, and N-(3-hydroxypropionyl)pentadecanamide, respectively ester, retroester, and retroamide derivatives of N-palmitoylethanolamine, represent the first selective inhibitors of "N-palmitoylethanolamine hydrolase" described so far. These compounds are devoid of affinity for CB, and CB2 receptors and characterized by high percentages of inhibition of N-palmitoylethanolamine-selective acid amidase (84.0, 70.5, and 76.7% inhibition at 100 muM, respectively) with much lower inhibitory effect on either fatty acid amide hydrolase or the uptake of anandamide.

  DOI：

  10.1021/jm0340795

文献信息

• Easy and direct conversion of tosylates and mesylates into nitroalkanes
  作者：Alessandro Palmieri、Serena Gabrielli、Roberto Ballini

  DOI：10.3762/bjoc.9.58

  日期：——

  Tosylates and mesylates were directly converted into the corresponding nitroalkanes, by their treatment with tetrabutylammonium nitrite (TBAN) under mild conditions.

  对苯磺酸基和甲磺酸基直接通过与四丁基铵亚硝酸盐（TBAN）在温和条件下处理，转化为相应的硝基烷。
• 3,4-Bis(4-substituted piperazinyl)-3-cyclobutene-1,2-diones and related
  申请人：G. D. Searle & Co.

  公开号：US04036828A1

  公开（公告）日：1977-07-19

  3,4-bis(4-substituted piperazinyl)-3-cyclobutene-1,2-diones and related compounds having antiviral activity are described herein. The subject compounds can be prepared by reacting 3,4-dimethoxy-3-cyclobutene-1,2-dione with the appropriate substituted piperazine.

  本文描述了具有抗病毒活性的3,4-双(4-取代哌嗪基)-3-环丁烯-1,2-二酮及相关化合物。这些化合物可以通过将3,4-二甲氧基-3-环丁烯-1,2-二酮与适当的取代哌嗪反应制备而成。
• Vill, Volkmar; Weber, Nikolaus, Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1994, vol. 250, p. 73 - 84
  作者：Vill, Volkmar、Weber, Nikolaus

  DOI：——

  日期：——
• Synthesis of alkyl [(alkyl 6-deoxy-α-d-gluco-heptopyranosyl-uronate) 6-deoxy-α-d-gluco-heptopyranosid]uronates, a novel type of mirror pseudo cord factor
  作者：Hans H. Baer、Roger L. Breton

  DOI：10.1016/0008-6215(91)80155-g

  日期：1991.1

  The 1-octyl, 1-pentadecyl, 1-hexadecyl, 1-heptadecyl, and 1-octadecyl diesters of (6-deoxy-alpha-D-gluco-heptopyranosyluronic acid) 6-deoxy-alpha-D-gluco-heptopyranosiduronic acid, a new homolog of trehalosuronic acid, were prepared by two procedures. One procedure involved conversion of the peracetylated acid into its dichloride, reaction of the latter with the alkanols, and acid-catalyzed deacetylation of the products, whereas the other consisted of reaction of alkyl mesylates with the potassium salt of the unprotected acid.
• Regioselective Synthesis of 3-O-Alkyl Ethers of Ascorbic Acid without Protecting Groups in a Single Step
  作者：Uwe Beifuss、Olaf Kunz、Gundula Voss

  DOI：10.1016/s0040-4020(99)01013-3

  日期：2000.1

  The direct alkylation of L-ascorbic acid (vitamin C) with alkyl mesylates using sodium hydrogen carbonate as a base without protecting groups proceeds regioselectively and yields the corresponding 3-O-alkyl ethers of L-ascorbic acid exclusively. (C) 2000 Elsevier Science Ltd. All rights reserved.