pentadecyl 4-methylbenzenesulphonate | 39794-74-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: pentadecyl 4-methylbenzenesulphonate
• 英文别名: pentadecyl tosylate；n-pentadecyl p-toluenesulfonate；Pentadecyl 4-methylbenzene-1-sulfonate；pentadecyl 4-methylbenzenesulfonate
• CAS: 39794-74-6
• 化学式: C₂₂H₃₈O₃S
• 分子量: 382.608
• InChiKey: FNYVZOYSEAGDDE-UHFFFAOYSA-N

物化性质

• 沸点：
  484.7±14.0 °C(Predicted)
• 密度：
  0.993±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  26
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 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：

  pentadecyl 4-methylbenzenesulphonate 以70%的产率得到2-Methyl-3-n-pentadecyloxy-7-ethoxycarbonylmethylthio-pyrazolo[4,3-d]pyrimidine
  参考文献：
  名称：

  Pyrazolo[4,3-d]pyrimidine derivative, process for its production,

  摘要：

  一种具有以下结构的吡唑并[4,3-d]嘧啶衍生物：##STR1##其中R.sup.1是较低的烷基或苯基，R.sup.2是--A--CO.sub.2R.sup.21（其中A是具有1至10个碳原子的未取代或取代的烷基，取代基为具有1至3个碳原子的烷基；R.sup.21是具有1至4个碳原子的较低烷基），--CH.sub.2CO-苯基，具有3至16个碳原子的饱和或不饱和、直链或支链脂肪族基团，苯基-较低烷基，--CH.sub.2CN，氯取代的苯基-较低烷基或##STR2##（其中R.sup.22是氢或较低烷基），R.sup.3是具有2至22个碳原子的饱和或不饱和、直链或支链脂肪族基团，苯基-较低烷基，苄氧基取代的苯基-较低烷基，取代或未取代的2-(苯基甲氧基)乙基，环己基环己基，甲基环己基，3-硫代-n-庚基，3,6-二氧-n-癸基，4-氧代-n-戊基或2-羟乙基。还公开了制备式I化合物的中间体和工艺。式I化合物可用作抗高脂血症药物。

  公开号：

  US04654348A1
• 作为产物：
  描述：

  1-十五醇 、 对甲苯磺酰氯 在 吡啶 作用下， 反应 3.0h， 生成 pentadecyl 4-methylbenzenesulphonate
  参考文献：
  名称：

  Synthesis of structural analogues of hexadecylphosphocholine and their antineoplastic, antimicrobial and amoebicidal activity

  摘要：

  Twelve derivatives of hexadecylphosphocholine (miltefosine) were synthesized to determine how the position and length of the alkyl chain within the molecule influence their biological activities. The prepared alkylphosphocholines have the same molecular formula as miltefosine. Activity of the compounds was studied against a spectrum of tumour cells, two species of protozoans, bacteria and yeast. Antitumour efficacy of some alkylphosphocholines measured up on MCF-7, A2780, HUT-78 and THP-1 cell lines was higher than that of miltefosine. The compounds showed antiprotozoal activity against Acanthamoeba lugdunensis and Acanthamoeba quina. Some of them also possess fungicidal activity against Candida albicans equal to miltefosine. No antibacterial activity was observed against Staphylococcus aureus and Escherichia coil. A difference in position of a long hydrocarbon chain within the structure with maximum efficacy was observed for antitumour, antiprotozoal and antifungal activity. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.02.014

文献信息

• Efficient phosphine-mediated formal C(sp³)–C(sp³) coupling reactions of alkyl halides in batch and flow
  作者：U. P. N. Tran、K. J. Hock、C. P. Gordon、R. M. Koenigs、T. V. Nguyen

  DOI：10.1039/c7cc02033c

  日期：——

  transformation in synthetic chemistry due to its abundance in organic scaffolds. Here we demonstrate a valuable adaptation of the Wittig-type chemical procedure to efficiently facilitate C(sp3)–C(sp3) bond formation utilizing a range of alkyl building blocks. Additionally the method is amenable with flow synthesis to afford coupled products in good to excellent yields without laborious purification process

  由于C（sp 3）–C（sp 3）键在有机支架中的丰度，因此它是合成化学中必不可少的化学转化。在这里，我们展示了Wittig型化学程序的宝贵改编，以利用一系列烷基构件有效地促进C（sp 3）–C（sp 3）键的形成。另外，该方法适用于流动合成，以提供产率高至优异的偶联产物，而无需费力的纯化过程。
• 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。
• Pyrazolo[4,3-d] pyrimidine derivative process for its production antihyperlipidemic agent containing it, its intermediate, and process for the production of the intermediate
  申请人：NISSAN CHEMICAL INDUSTRIES LTD.

  公开号：EP0157415A2

  公开（公告）日：1985-10-09

  A pyrazolo[4,3-d]pyrimidine derivative having the formula: wherein R1 is lower alkyl, phenyl or substituted phenyl, R2 is -A-CO2R21 (wherein A is alkylene having from 1 to 3 carbon atoms which is unsubstituted or substituted by methyl, and R21 is lower alkyl having from 1 to 4 carbon atoms), -CH2CO-phenyl, a saturated or unsaturated, straight chain or branched aliphatic group having from 3 to 16 carbon atoms, phenyl-lower alkyl, -CH2CN, substituted phenyl-lower alkyl, cyclohexylcyclohexyl, methylcyclohexyl, 4-thia-n-heptyl, 3,6-dioxa-n-octyl, 4-oxo-n-pentyl or (wherein R22 is hydrogen or lower alkyl), and R3 is a saturated or unsaturated, straight chain or branched aliphatic group having from 2 to 22 carbon atoms, phenyl-lower alkyl, substituted phenyl-lower alkyl, substituted or unsubstituted phenyl-methyloxyethyl or 2-hydroxyethyl.

  一种吡唑并[4,3-d]嘧啶衍生物，其式如下 其中 R1 是低级烷基、苯基或取代苯基，R2 是-A-CO2R21（其中 A 是具有 1 至 3 个碳原子的亚烷基，未被取代或被甲基取代，R21 是具有 1 至 4 个碳原子的低级烷基），-CH2CO-苯基、具有 3 至 16 个碳原子的饱和或不饱和、直链或支链脂肪族基团、苯基低级烷基、-CH2CN、取代苯基低级烷基、环己基环己基、甲基环己基、4-硫杂-n-庚基、3,6-二氧杂-n-辛基、4-氧代-n-戊基，或 (其中 R22 为氢或低级烷基），R3 为具有 2 至 22 个碳原子的饱和或不饱和、直链或支链脂族基团、苯基-低级烷基、取代的苯基-低级烷基、取代或未取代的苯基-甲基羟乙基或 2-羟乙基。
• US3940220A
  申请人：——

  公开号：US3940220A

  公开（公告）日：1976-02-24
• US4654348A
  申请人：——

  公开号：US4654348A

  公开（公告）日：1987-03-31