Methyl 2,5-dihydro-2-furoat | 57259-68-4

• 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: Methyl 2,5-dihydro-2-furoat
• 英文别名: Methyl 2,5-dihydro-2-furancarboxylate；methyl 2,5-dihydrofuran-2-carboxylate
• CAS: 57259-68-4
• 化学式: C₆H₈O₃
• 分子量: 128.128
• InChiKey: JEXXYHJLISOZHN-UHFFFAOYSA-N

物化性质

• 沸点：
  33-34 °C(Press: 2 Torr)
• 密度：
  1.157±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 2,5-dihydro-2-furoat 生成 Methyl 3-iodo-4-isocyanatooxolane-2-carboxylate
  参考文献：
  名称：

  METCALF, B. W.;LIPPERT, B. J.

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-二氢呋喃-2-羧酸 生成 Methyl 2,5-dihydro-2-furoat
  参考文献：
  名称：

  METCALF, B. W.;LIPPERT, B. J.

  摘要：

  DOI：

文献信息

• Synthesis of allylic and homoallylic alcohols from unsaturated cyclic ethers using a mild and selective C–O reduction approach
  作者：Daniel J. Mack、Boying Guo、Jon T. Njardarson

  DOI：10.1039/c2cc33551d

  日期：——

  Unsaturated cyclic ethers can be mildly and selectively reduced with catalytic amounts of B(C(6)F(5))(3) in the presence of an alkylsilane. The allylic position is preferentially reduced with minimal or no scrambling of olefin geometry. For electronically equivalent substrates, steric factors guide the reducing agent to the least substituted site.

  在烷基硅烷的存在下，可以通过催化量的B（C（6）F（5））（3）轻度和选择性地还原不饱和环醚。在烯烃几何形状不加扰或不加扰的情况下，优先减少烯丙基位置。对于电子等效的底物，位阻因素将还原剂引导到最少取代的位置。
• Alkylation of Methyl Dihydrofurancarboxylates
  作者：Takamasa Kinoshita、Madoka Hirano、Noritaka Yoshida

  DOI：10.1055/s-1991-26472

  日期：——

  Methyl 3-alkyl-2,3-dihydro-3-furancarboxylates were prepared by the alkylation of methyl 2,3-dihydro-3-furancarboxylate using lithium diisopropylamide as the base, and alkyl halides, acetone or benzaldehyde as the alkylating agent. Likewise alkylation of methyl 2,5-dihydro-2-furancarboxylate gave the corresponding 2-alkylated products.

  以二异丙基酰胺锂为碱，以烷基卤化物、丙酮或苯甲醛为烷基化剂，通过 2,3- 二氢-3-呋喃羧酸甲酯的烷基化反应，制备出 3-烷基-2,3-二氢-3-呋喃羧酸甲酯。 同样，2,5-二氢-2-呋喃甲酸甲酯的烷基化反应也得到了相应的 2-烷基化产物。
• Diastereoselective Diboration of Cyclic Alkenes: Application to the Synthesis of Aristeromycin
  作者：Alex J. Vendola、Christophe Allais、Anne-Marie R. Dechert-Schmitt、James T. Lee、Robert A. Singer、James P. Morken

  DOI：10.1021/acs.orglett.1c00353

  日期：2021.4.16

  The Pt-catalyzed diboration of cyclic alkenes is extended to unsaturated heterocycles and bicyclic compounds and can be accomplished in a diastereoselective fashion. The optimal procedures, substrate scope, and diastereoselectivity were investigated, and examples employing both homogeneous and heterogeneous catalysis were examined. Lastly, application to the construction of the nucleoside analog (±)-aristeromycin

  Pt催化的环烯烃的硼酸酯化反应扩展到不饱和杂环和双环化合物，并且可以以非对映选择性的方式完成。研究了最佳方法，底物范围和非对映选择性，并研究了采用均相和非均相催化的实例。最后，将其应用于核苷类似物（±）-阿霉素的构建。
• Tetrahydrofuro[3,2-b] pyrrol-3-one intermediates
  申请人：Quibell Martin

  公开号：US20090192322A1

  公开（公告）日：2009-07-30

  The present invention relates to a process for preparing a compound of formula (Ia), (Ib), (Ic) or (Id), or a pharmaceutically acceptable salt, hydrate, solvate, complex or prodrug thereof, said process comprising the steps of: (A) (i) treating a compound of formula (IVa), where R 48 is alkyl or tosyl, with an oxidising agent to form a compound of formula (Va); and (ii) converting said compound of formula (Va) to a compound of formula (Ia) or (Ic); or (B) (i) treating a compound of formula (IVb), where R 48 is alkyl or tosyl, with an oxidising agent to form a compound of formula (Vb); and (ii) converting said compound of formula (Vb) to a compound of formula (Ib) or (Id).

  本发明涉及一种制备式(Ia)、(Ib)、(Ic)或(Id)化合物或其药学上可接受的盐、水合物、溶剂合物、复合物或前药的方法，该方法包括以下步骤：(A) (i)用氧化剂处理式(IVa)化合物，其中R48是烷基或甲苯磺酰基，以形成式(Va)化合物；(ii)将所述式(Va)化合物转化为式(Ia)或(Ic)化合物；或(B) (i)用氧化剂处理式(IVb)化合物，其中R48是烷基或甲苯磺酰基，以形成式(Vb)化合物；(ii)将所述式(Vb)化合物转化为式(Ib)或(Id)化合物。
• Divanfard, Hosein R.; Lysenko, Zenon; Semple, J. Edward, Heterocycles, 1981, vol. 16, # 11, p. 1975 - 1985
  作者：Divanfard, Hosein R.、Lysenko, Zenon、Semple, J. Edward、Wang, Pen-Chung、Joullie, Madeleine M.

  DOI：——

  日期：——