furan-3-ylmethyl methanesulfonate | 56859-89-3

• 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: furan-3-ylmethyl methanesulfonate
• 英文别名: Furan-3-ylmethyl methanesulfonate
• CAS: 56859-89-3
• 化学式: C₆H₈O₄S
• 分子量: 176.193
• InChiKey: KPYHSXJOOQBRFV-UHFFFAOYSA-N

物化性质

• 沸点：
  316.4±25.0 °C(Predicted)
• 密度：
  1.330±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  furan-3-ylmethyl methanesulfonate 在 sodium tetrahydroborate 、 cobalt(II) chloride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 2-(呋喃-3-基)乙胺
  参考文献：
  名称：

  Acid-Promoted Cyclization Reactions of Tetrahydroindolinones. Model Studies for Possible Application in a Synthesis of Selaginoidine

  摘要：

  [GRAPHIC]The synthesis of various substituted bicyclic lactams by an acid-induced Pictet-Spengler reaction of tetrahydroindolinones bearing tethered heteroaromatic rings is presented. The outcome of the cyclization depends on the position of the furan tether, tether length, nature of the tethered heteroaromatic ring, and the substituent group present on the 5-position of the tethered heteroaryl group. A one-pot procedure was developed to efficiently prepare tetrahydroindolinones containing tethered furan rings. In a typical example, the reaction of furanyl azide 26 with n-Bu3P delivered iminophosphorane 27, which was allowed to react with a 1-alkyl-(2-oxocyclohexyl)acetic acid to provide the desired furanyl-substituted tetrahydroindolinone system 29. Treatment of 29 with trifluoroacetic acid afforded the tetracyclic lactam skeleton 30 found in the alkaloid (+/-)-selaginoidine.

  DOI：

  10.1021/jo0619783
• 作为产物：
  描述：

  3-糠醛 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 furan-3-ylmethyl methanesulfonate
  参考文献：
  名称：

  Acid-Promoted Cyclization Reactions of Tetrahydroindolinones. Model Studies for Possible Application in a Synthesis of Selaginoidine

  摘要：

  [GRAPHIC]The synthesis of various substituted bicyclic lactams by an acid-induced Pictet-Spengler reaction of tetrahydroindolinones bearing tethered heteroaromatic rings is presented. The outcome of the cyclization depends on the position of the furan tether, tether length, nature of the tethered heteroaromatic ring, and the substituent group present on the 5-position of the tethered heteroaryl group. A one-pot procedure was developed to efficiently prepare tetrahydroindolinones containing tethered furan rings. In a typical example, the reaction of furanyl azide 26 with n-Bu3P delivered iminophosphorane 27, which was allowed to react with a 1-alkyl-(2-oxocyclohexyl)acetic acid to provide the desired furanyl-substituted tetrahydroindolinone system 29. Treatment of 29 with trifluoroacetic acid afforded the tetracyclic lactam skeleton 30 found in the alkaloid (+/-)-selaginoidine.

  DOI：

  10.1021/jo0619783

文献信息

• Doubly dearomatising intramolecular coupling of a nucleophilic and an electrophilic heterocycle
  作者：Heloise Brice、Jonathan Clayden

  DOI：10.1039/b901558b

  日期：——

  Isonicotinamides carrying N-furanylmethyl, N-pyrrolylalkyl or N-thiophenylmethyl substituents at nitrogen undergo cyclisation induced by an electrophile, giving spirocyclic compounds or doubly spirocyclic compounds in which both the nucleophilic and electrophilic heterocycles are dearomatised.

  在氮上带有N-呋喃基甲基，N-吡咯烷基烷基或N-硫代苯基甲基取代基的异烟酰胺经过亲电试剂诱导的环化作用，生成螺环化合物或双螺环化合物，其中亲核和亲电杂环均被脱芳基化。
• NOVEL COMPOUNDS AS CANNABINOID RECEPTOR LIGANDS AND USES THEREOF
  申请人：Carroll William A.

  公开号：US20080153883A1

  公开（公告）日：2008-06-26

  The present invention relates to thiazolidinylidene containing compounds of formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , and X are as defined in the specification, compositions comprising such compounds, and methods of treating conditions and disorders using such compounds and compositions.

  本发明涉及含有式（I）中R1、R2、R3、R4、R5、R6和X所定义的噻唑烷亚甲基化合物，包括这种化合物的组合物，以及使用这种化合物和组合物治疗疾病和疾病的方法。
• US8158663B2
  申请人：——

  公开号：US8158663B2

  公开（公告）日：2012-04-17
• [EN] NOVEL COMPOUNDS AS CANNABINOID RECEPTOR LIGANDS AND USES THEREOF<br/>[FR] NOUVEAUX COMPOSÉS EN TANT QUE LIGANDS DU RÉCEPTEUR CANNABINOÏDE ET UTILISATIONS DE CEUX-CI
  申请人：ABBOTT LAB

  公开号：WO2008079687A1

  公开（公告）日：2008-07-03

  [EN] The present invention relates to thiazolidinylidene containing compounds of formula (I) wherein R₁, R₂, R₃, R₄, R₅, R₆, and X are as defined in the specification, compositions comprising such compounds, and methods of treating conditions and disorders using such compounds and compositions.
  [FR] La présente invention concerne le thiazolidinylidène contenant des composés de formule (I) dans laquelle R₁, R₂, R₃, R₄, R₅, R₆ et X sont définis dans la spécification, les compositions comprenant ces composés, et des procédés de traitement d'affections et de troubles utilisant ces composés et compositions.