2-(4-fluorobutoxy)-tetrahydro-2H-pyran | 910217-40-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 2-(4-fluorobutoxy)-tetrahydro-2H-pyran
• 英文别名: 2-(4-Fluorobutoxy)oxane
• CAS: 910217-40-2
• 化学式: C₉H₁₇FO₂
• 分子量: 176.231
• InChiKey: WADBEOBRJILCEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-四氢吡喃基氧基-丁烷-1-醇 在 二乙胺基三氟化硫 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以83%的产率得到2-(4-fluorobutoxy)-tetrahydro-2H-pyran
  参考文献：
  名称：

  在连续流动微反应器中使用二乙氨基三氟化硫 (DAST) 进行氟化

  摘要：

  描述了在连续流动微反应器中方便和安全地使用二乙氨基三氟化硫作为氟化剂，使用在线纯化方法获得清洁的反应产物。

  DOI：

  10.1055/s-2008-1078026

文献信息

• Development of fluorination methods using continuous-flow microreactors
  作者：Marcus Baumann、Ian R. Baxendale、Laetitia J. Martin、Steven V. Ley

  DOI：10.1016/j.tet.2009.05.083

  日期：2009.8

  The safe and reliable use of various fluorination methods including nucleophilic fluorination (DAST), trifluoromethylation (Ruppert's reagent) and electrophilic fluorination (Selectfluor®) in a continuous-flow microreactor is reported. Special attention was given to the use of in-line scavenging procedures in order to obtain clean products without the need for further purification.

  安全可靠的使用各种氟化方法，包括核氟化（DAST），三氟甲基化（鲁珀特试剂）和电氟化（的Selectfluor ®报道在连续流微反应器）。为了获得清洁的产品而无需进一步纯化，特别注意了使用在线清除程序。
• Dehydroxyfluorination Agent
  申请人：Ishii Akihiro

  公开号：US20090250658A1

  公开（公告）日：2009-10-08

  There is provided a novel, useful dehydroxyfluorination agent containing sulfuryl fluoride (SO 2 F 2 ) and an organic base that is free from a free hydroxyl group in the molecule. According to the present dehydroxyfluorination agent, it is not necessary to use perfluoroalkanesulfonyl fluoride, which is not preferable in large-scale use, and it is possible to advantageously produce optically-active fluoro derivatives, which are important intermediates of medicines, agricultural chemicals and optical materials, for example, 4-fluoroproline derivatives, 2′-deoxy-2′-fluorouridine derivatives, optically-active α-fluorocarboxylate derivatives, and monofluoromethyl derivatives, even in large scale.

  提供了一种新颖、有用的脱羟基氟化剂，其含有亚磺酰氟（SO2F2）和分子中不含有自由羟基的有机碱。根据这种脱羟基氟化剂，不需要使用不适合大规模使用的全氟烷基磺酰氟，并且即使在大规模生产中，也可以优势地生产出重要的药物、农药和光学材料的光学活性氟衍生物，例如4-氟脯氨酸衍生物、2'-脱氧-2'-氟尿苷衍生物、光学活性α-氟羧酸酯衍生物和单氟甲基衍生物。
• Process for Production of Fluoro Derivative
  申请人：Ishii Akihiro

  公开号：US20080125589A1

  公开（公告）日：2008-05-29

  It was found that a fluoro derivative can be produced by reacting a hydroxy derivative with sulfuryl fluoride (SO 2 F 2 ) in the presence of an organic base or in the presence of an organic base and “a salt or complex comprising an organic base and hydrogen fluoride”. According to the present production process, it is not necessary to use perfluoroalkanesulfonyl fluoride, which is not preferable in industrial use, and it is possible to advantageously produce optically-active fluoro derivatives, which are important intermediates of medicines, agricultural chemicals and optical materials, specifically 4-fluoroproline derivatives, 2′-deoxy-2′-fluorouridine derivatives, optically-active α-fluorocarboxylate derivatives, and the like, even in a large scale.

  研究发现，在有机碱的存在下或有机碱和“含有有机碱和氢氟酸的盐或复合物”的存在下，通过将羟基衍生物与亚磺酰氟（SO2F2）反应，可以生成氟衍生物。根据目前的生产工艺，不需要使用在工业上不理想的全氟烷基磺酰氟，而且可以优势地大规模生产重要的药物、农药和光学材料中间体，特别是4-氟脯氨酸衍生物、2'-去氧核糖-2'-氟尿苷衍生物、光学活性α-氟羧酸酯衍生物等光学活性氟衍生物。
• DEHYDROXYLATED FLUORINATING AGENT
  申请人：Central Glass Co., Ltd.

  公开号：EP2020402A1

  公开（公告）日：2009-02-04

  There is provided a novel, useful dehydroxyfluorination agent containing sulfuryl fluoride (SO2F2) and an organic base that is free from a free hydroxyl group in the molecule. According to the present dehydroxyfluorination agent, it is not necessary to use perfluoroalkanesulfonyl fluoride, which is not preferable in large-scale use, and it is possible to advantageously produce optically-active fluoro derivatives, which are important intermediates of medicines, agricultural chemicals and optical materials, for example, 4-fluoroproline derivatives, 2'-deoxy-2'-fluorouridine derivatives, optically-active α-fluorocarboxylate derivatives, and monofluoromethyl derivatives, even in large scale.

  本发明提供了一种新型、有用的脱羟基氟化剂，它含有硫酰氟（SO2F2）和有机碱，分子中不含有游离羟基。根据本发明的脱羟基氟化剂，不需要使用在大规模使用中不可取的全氟烷基磺酰氟，而且可以有利地生产光学活性氟衍生物，这些衍生物是药物、农药和光学材料的重要中间体，例如，4-氟脯氨酸衍生物、2'-脱氧-2'-氟尿苷衍生物、光学活性α-氟羧酸盐衍生物和单氟甲基衍生物，甚至可以大规模生产。
• WO2006/98444
  申请人：——

  公开号：——

  公开（公告）日：——