5-pentyl-2,3-dihydrofuran | 65885-63-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 5-pentyl-2,3-dihydrofuran
• 英文别名: 5-Pentyl-2,3-dihydro-furan
• CAS: 65885-63-4
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: LLGMJWSEQWHWIT-UHFFFAOYSA-N

物化性质

• 沸点：
  74-75 °C(Press: 20 Torr)
• 密度：
  0.886±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-pentyl-2,3-dihydrofuran 在 铬酸 作用下， 以 苯 为溶剂， 生成 4-氧代壬酸
  参考文献：
  名称：

  A facile synthesis of 4-oxo carboxylic acids from γ-butyrolactone.

  摘要：

  DOI：

  10.1016/s0040-4039(00)86806-9
• 作为产物：
  描述：

  magnesium,pentane,chloride 在 乙醚 、 氨 、 sodium amide 作用下， 生成 5-pentyl-2,3-dihydrofuran
  参考文献：
  名称：

  Paul; Tchelitcheff, Bulletin de la Societe Chimique de France, 1956, p. 869,874

  摘要：

  DOI：

文献信息

• An efficient and stereoselective synthesisi of homoallylic alcohols via nickel-catalysed coupling of 5-alkyl-2,3-dihydrofurans with Grignard reagents
  作者：Sjoerd Wadman、Richard Whitby、Clive Yeates、Philips Kocienski、Kelvin Cooper

  DOI：10.1039/c39870000241

  日期：——

  The low-valent nickel-catalysed coupling of Grignard reagents with 5-alkyl-2,3-dihydrofurans is an efficient and stereoselective method for synthesising homoallylic alcohols provided appropriate care is taken in the workup.

  格氏试剂与5-烷基-2,3-二氢呋喃的低价镍催化偶联是一种高效且立体选择性的合成均烯丙基醇的方法，前提是在后处理中要格外小心。
• [EN] SILYLATION OF AROMATIC HETEROCYCLES BY DISILANES USING POTASSIUM ALKOXIDE CATALYSTS<br/>[FR] SILYLATION D'HÉTÉROCYCLES AROMATIQUES PAR DISILANES À L'AIDE DE CATALYSEURS D'ALCOXYDE DE POTASSIUM
  申请人：CALIFORNIA INST OF TECHN

  公开号：WO2016100606A1

  公开（公告）日：2016-06-23

  The present invention describes chemical systems and methods for silylating heteroaromatic organic substrates, said system consisting essentially of a mixture of (a) at least one organodisilane and (b) at least alkoxide base, preferably a potassium alkoxide base, and said methods comprising contacting a quantity of the organic substrate with a mixture consisting essentially of (a) at least one organodisilane and (b) at least one alkoxide base, preferably a potassium alkoxide, under conditions sufficient to silylate the heteroaromatic substrate.

  本发明描述了用于对杂环芳烃有机底物进行硅烷化的化学体系和方法，该体系基本上由（a）至少一种有机二硅烷和（b）至少一种碱性氧化物组成，最好是钾碱性氧化物，所述方法包括将一定量的有机底物与基本上由（a）至少一种有机二硅烷和（b）至少一种碱性氧化物组成的混合物接触，条件足以对杂环芳烃底物进行硅烷化。
• A stereoselective synthesis of trisubstituted alkenes. Part 1. Nickel-catalysed coupling of Grignard reagents with 5-alkyl-2,3-dihydrofurans
  作者：Philip J. Kocieński、Martin Pritchard、Sjoerd N. Wadman、Richard J. Whitby、Clive L. Yeates

  DOI：10.1039/p19920003419

  日期：——

  5-Alkyl-2,3-dihydrofurans 3a–j prepared by the alkylation of 5-lithio-2,3-dihydrofuran 2 with primary alkyl bromides and iodides, undergo Ni0-catalysed coupling with Grignard reagents to give homoallylic alcohols. The yield and stereoselectivity depend on the structure of the Grignard reagent with the best results being obtained with long chain primary Grignard reagents and Grignard reagents lacking

  通过5-lithio-2,3-二氢呋喃2与伯烷基溴化物和碘化物的烷基化反应制得的5-烷基-2,3-二氢呋喃3a – j与Niignyard试剂进行Ni 0催化偶联，得到均丙醇。产率和立体选择性取决于格氏试剂的结构，使用长链伯氏格氏试剂和缺少β-氢的格氏试剂（Me，Ph，Me 3 SiCH 2）可获得最佳结果。5-（1-羟基烷基）-2，3-二氢呋喃20和21是偶联反应的不良底物。提出了用于偶合以及竞争性还原和异构化反应的机理。
• Benzothiophenes and thienothiophenes and related compounds useful, for example, as urokinase inhibitors
  申请人：Eisai Co., Ltd.

  公开号：EP0568289A2

  公开（公告）日：1993-11-03

  Disclosed are benzothiophene and thienothiophene derivatives useful for inhibiting urokinase activiy. Novel components of the formula : wherein R1 is H, NH2, or a halogen ; each R2-R5, independently, is a H, halogen, hydroxy, amino, nitro or organic group, provided that at least one R2-R5 is an organic group which includes 5 carbons or greater, an organic group which contains a sulfur atom or hydroxy, an unsaturated organic group, or a cyclic organic group ; and each R6 and R7, independently, is H or a straight chain alkyl group of between 1 and 6 carbons of the formula : wherein R1 is H, NH2, or a halogen ; each R2-R5, independently, is a H, halogen, hydroxy, amino, nitro, or organic group, provided that at least one of R2-R5 is a group other than H, OH, NO2, CN, a halogen, an alkyl group of between 1 and 4 carbons, an alkoxy group of between 1 and 4 carbons, a haloalkyl group of between 1 and 4 carbons, a haloalkoxy group of between 1 and 4 carbons, an amino group, an amino group substituted with an alkyl group of between 1 and 4 carbons, a nitrile group, or a carboxamidine group, and further provided that no two adjacent R2-R5 groups together form a methylenedioxy group ; and each R6 and R7, independently, is H or a straight chain alkyl group of between 1 and 6 carbons and of the formula : wherein at least one of X, Y, or Z must be C ; at least one of X, Y, or Z must be O, N, or S ; and, if more than one of X, Y, or Z is O, N, or S, then at least one of those groups is N ; R1 is H, NH2, or a halogen ; each R2, R3, or R5, independently, is a H, halogen, or organic group ; and each R6 and R7, independently, is H or a straight chain alkyl group of between 1 and 6 carbons are described.

  公开了可用于抑制尿激酶活性的苯并噻吩和噻吩衍生物。式中的新成分......： 其中 R1 是 H、NH2 或卤素； 每个 R2-R5 分别是 H、卤素、羟基、氨基、硝基或有机基团、 但至少有一个 R2-R5 是包含 5 个碳原子或更多碳原子的有机基团、包含硫原子或羟基的有机基团、不饱和有机基团或环状有机基团；以及 每个 R6 和 R7 分别是 H 或式 1 至 6 碳原子的直链烷基： 其中 R1 是 H、NH2 或卤素； 每个 R2-R5 独立地为 H、卤素、羟基、氨基、硝基或有机基团、 条件是 R2-R5 中至少有一个是除 H、OH、NO2、CN、卤素、1-4 碳原子的烷基、1-4 碳原子的烷氧基、1-4 碳原子的卤代烷基、1-4 碳原子的卤代烷氧基以外的基团、氨基、被 1 至 4 个碳原子的烷基取代的氨基、腈基或羧酰胺基，且相邻两个 R2-R5 基团均不形成亚甲基二氧基......；且 每个 R6 和 R7 分别是 H 或 1 至 6 个碳原子的直链烷基，其式为......： 其中 X、Y 或 Z 中至少有一个必须是 C；X、Y 或 Z 中至少有一个必须是 O、N 或 S；如果 X、Y 或 Z 中不止一个是 O、N 或 S，则这些基团中至少有一个是 N； R1 是 H、NH2 或卤素； 每个 R2、R3 或 R5 分别是 H、卤素或有机基团；以及 每个 R6 和 R7 独立地为 H 或 1 至 6 个碳原子的直链烷基。
• Stereocontrolled Formation of Functionalized erythro-1,2-Diols via Hydroboration of 2-Alkyl-4,5-dihydrofurans
  作者：Roger Amouroux、Abdelmalik Slassi、Christine Saluzzo

  DOI：10.3987/com-93-6428

  日期：——

  trans-2-Alkyl-3-hydroxytetrahydrofurans, prepared by the stereospecific hydroboration / oxidation reaction of 2-alkyl-4,5-dihydrofurans, were regioselectively cleaved with (CH3)3SiCl / NaI to afford 1-iodo-erythro-3,4-diols in CH3CN or the corresponding acetonide derivatives in CH3COCH3.