4-(tetrahydropyran-2-yloxy)butan-1-yl toluene-p-sulfonate | 97499-73-5

• 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: 4-(tetrahydropyran-2-yloxy)butan-1-yl toluene-p-sulfonate
• 英文别名: 4-<(tetrahydro-2H-pyran-2-yl)oxy>butyl toluene-4-sulfonate；1-p-Tosyloxy-butanol-tetrahydro-pyranyl-aether-(4)；4-Thp-butyltosylate；4-(oxan-2-yloxy)butyl 4-methylbenzenesulfonate
• CAS: 97499-73-5
• 化学式: C₁₆H₂₄O₅S
• 分子量: 328.43
• InChiKey: AJNHWFXUFROOFB-UHFFFAOYSA-N

物化性质

• 沸点：
  474.2±45.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  4-(tetrahydropyran-2-yloxy)butan-1-yl toluene-p-sulfonate 在 sodium methylate sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 2',3'-O-isopropylidene-5'-O-<4-(tetrahydro-2H-pyran-2-yl)butyl>adenosine
  参考文献：
  名称：

  （5'-脱氧腺苷-5'-基）钴胺素（='Adenosylcobalamin'）类似物的合成和表征，其模拟了辅酶B 12依赖型重排的过渡态几何构型

  摘要：

  描述了五个（5'-脱氧腺苷-5'-基）钴胺素（=“腺苷钴胺素”）的五个新类似物1a-e的会聚合成。类似物1a–e带有低聚亚甲基链（C 3 –C 7），插入在腺苷部分的中央Co-原子和5'-O-原子之间，并被认为模仿了辅酶B 12-中的过渡态几何构型。催化重排。所有五个类似物均通过NMR，UV和FAB质谱表征。

  DOI：

  10.1002/hlca.19930760623
• 作为产物：
  描述：

  对甲苯磺酰氯 在 3,4-二氢-2H-吡喃 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 96.0h， 生成 4-(tetrahydropyran-2-yloxy)butan-1-yl toluene-p-sulfonate
  参考文献：
  名称：

  A practical and scalable process to selectively monofunctionalize water-soluble α,ω-diols

  摘要：

  A practical protocol for rapid and scalable synthesis of monofunctionalized alpha,omega-diols using a simple and inexpensive THP ether protection/deprotection strategy was described. Use of inexpensive DHP source and ease to remove excess water-soluble alpha,omega-diols and THP ether after deprotection render the process scale-friendly without need of column chromatographic separation. The application of present method was also illustrated in the preparation of heterobifunctional diols and well-defined extended oligo (ethylene glycol). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.04.066

文献信息

• Modelling radical-initiated DNA cleavage by vinyl epoxides
  作者：Anthony P. Breen、John A. Murphy

  DOI：10.1039/c39930000191

  日期：——

  Allyloxy radicals, formed by addition of thio radicals to vinyl epoxides, are shown to abstract hydrogen atoms and to add to alkene π-bonds in reactions which model the chemistry that would be required to induce DNA damaqe this suggests that vinyl epoxides could have uses as radiosensitizers for treatment of resistant tumours.

  烯丙氧自由基，通过硫自由基与乙烯基环氧化物的加成反应形成，被证明能够在模拟诱导DNA损伤所需化学反应的过程中，抽取氢原子并加成到烯烃的π键上。这表明乙烯基环氧化物可能作为放射增敏剂用于治疗耐药肿瘤。
• Disubstituted tetrahydrofurans and dioxolanes as platelet activating factor (PAF) antagonists
  作者：Javier Bartroli、Elena Carceller、Manuel Merlos、Julian Garcia-Rafanell、Javier Forn

  DOI：10.1021/jm00105a058

  日期：1991.1

  PAF-induced in vitro platelet-aggregation and in vivo hypotension tests. Several of these compounds exhibited more potent activity than the structurally related 2-[N-acetyl-N-[[[[2-methoxy-3-[(octadecylcarbamoyl) oxy]propoxy]carbonyl]amino]methyl]-1-ethylpyridinium chloride (CV-6209, 3) in the in vitro assay, whereas all showed less potency in the in vivo test. The role of both the substituent nature

  制备了一系列新的双取代的四氢呋喃和二氧戊环衍生物，并在PAF诱导的体外血小板聚集和体内低血压试验中评估了它们的PAF拮抗剂活性。这些化合物中的几种显示出比与结构相关的2- [N-乙酰基-N-[[[[2-甲氧基-3-[（十八烷基氨基甲酰基）氧基]丙氧基]羰基]氨基]甲基] -1-乙基吡啶鎓氯化物更有效的活性。 （CV-6209，3）在体外试验中，而在体内试验中均显示出较低的效价。讨论了取代基性质以及环中氧原子的位置和数量的作用。对这些核进行了定量SAR研究。
• A Julia olefination approach to the synthesis of functionalized enol ethers and their transformation into carbohydrate-derived spiroketals
  作者：Matthieu Corbet、Benjamin Bourdon、David Gueyrard、Peter G. Goekjian

  DOI：10.1016/j.tetlet.2007.11.207

  日期：2008.1

  A synthesis of spiroketals from carbohydrate lactones is reported. A modified Julia olefination is used to synthesize trisubstituted and highly functionalized exo-glycals, which were subsequently transformed into spiroketals under acidic conditions.

  据报道，由碳水化合物内酯合成螺环酮。改性的朱莉娅烯化用于合成三取代和高度官能化的外糖，随后在酸性条件下转化为螺酮。
• Glycerol derivatives
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：EP0142333A2

  公开（公告）日：1985-05-22

  Glycerol derivatives of the general formula: (wherein R1 represents an alkyl group of 6 to 22 carbon atoms or an alkyl group of 2 to 5 carbon atoms substituted by a phenyl group, A represents a single bond or an oxygene atom, R2 represents an alkyl group of 1 to 20 carbon atoms, an alkenyl group of 2 to 20 carbon atoms when A represents a single bond or an alkenyl group of 3 to 20 carbon atoms when A represents an oxygene atom, B represents an oxygene atom or a carbonyloxy group (i.e. -O-CO- group; with the proviso that in which a carbonyl group is attached to R3 and an oxa-group is attached to a carbon atom at the third position of the glycerol skeleton), R3 represents an alkylene group of 1 to 12 carbon atoms and R4 represents a group of the formula : (in which R5 represents an alkyl group of 1 to 6 carbon atoms or a phenyl group, R6 represents an alkyl group of 1 to 6 carbon atoms and represents an anion of an acid; with the proviso that when plural R6 are attached to a nitrogen atom, they may be same or different to each other)), and acid addition salt thereof, possess antagonistic effect on PAF, hypotensive effect like PAF, inhibitory effect on phospholipase and inhibitory effect on growth of tumour cell or induction of differentiation, and are, therefore, useful as a platelet aggregation inhibitor, anti-asthmatic agent, anti-allergic agent, anti-inflammatory agent, hypotensive agent and anti-tumour agent for mammals.

  通式如下的甘油衍生物 (其中 R1 代表 6 至 22 个碳原子的烷基或被苯基取代的 2 至 5 个碳原子的烷基，A 代表单键或烯氧原子，R2 代表 1 至 20 个碳原子的烷基，当 A 代表单键时代表 2 至 20 个碳原子的烯基，或当 A 代表烯氧原子时代表 3 至 20 个碳原子的烯基，B 代表烯氧原子或碳酰氧基团(即 -O-CO- 基团)；但其中羰基连接到 R3，而烯氧基团连接到第三位的碳原子上。R3代表1至12个碳原子的亚烷基，R4代表式： (其中 R5 代表 1-6 个碳原子的烷基或苯基，R6 代表 1-6 个碳原子的烷基并代表酸的阴离子；但当多个 R6 连接到一个氮原子上时，它们可以彼此相同或不同））及其酸加成盐，具有拮抗 PAF 的作用，与 PAF 类似的降血压作用、因此，可用作哺乳动物的血小板聚集抑制剂、抗哮喘剂、抗过敏剂、抗炎剂、降血压剂和抗肿瘤剂。
• Breen, Anthony P.; Murphy, John A., Journal of the Chemical Society. Perkin transactions I, 1993, # 23, p. 2979 - 2990
  作者：Breen, Anthony P.、Murphy, John A.

  DOI：——

  日期：——