(2RS)-2-acetoxymethyl-2,5-dihydrofuran | 87832-18-6

• 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: (2RS)-2-acetoxymethyl-2,5-dihydrofuran
• 英文别名: 2,5-Dihydrofuran-2-ylmethyl acetate
• CAS: 87832-18-6
• 化学式: C₇H₁₀O₃
• 分子量: 142.155
• InChiKey: IKHIKANTIWZOLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  (2RS)-2-acetoxymethyl-2,5-dihydrofuran 生成 S-(-)-2-acetoxymethyl-2,5-dihydrofuran
  参考文献：
  名称：

  Preparation of S-(−)-2-acetoxymethyl-2,5-dihydrofuran and S-(−)-N-Boc-2-hydroxymethyl-2,5-dihydropyrrole by enzymatic resolution

  摘要：

  The enzymatic kinetic resolution of 2-hydroxymethyl-2,5-dihydrofuran and -pyrrole derivatives has been studied. In particular, the acetylation of the primary alcohol as well as the hydrolysis and alcoholysis of the corresponding acetates were investigated in the presence of different lipases. The best results for the multi-gram preparation of S-(-)-2-acetoxymethyl-2,5-dihydrofuran [(S)-(-)-2] with 97% ee were obtained by the alcoholysis of 2 with Candida antarctica. The synthesis of S-(-)-N-Boc-2-hydroxymethyl-2,5-dihydropyrrole [(S)-(-)-3] with up to 98% ee was achieved by its irreversible acetylation catalysed by Pseudomonas fluorescens lipase. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00008-1
• 作为产物：
  描述：

  (Z)-(4RS)-4,5-epoxypent-2-enal 在 吡啶 、 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 2.17h， 生成 (2RS)-2-acetoxymethyl-2,5-dihydrofuran
  参考文献：
  名称：

  Holland, David; Stoddart, J. Fraser, Journal of the Chemical Society. Perkin transactions I, 1983, # 7, p. 1553 - 1571

  摘要：

  DOI：

文献信息

• Synthesis, structure, electrochemistry and ROMP-activity of new ferrocenyl analog of Grubbs’ metathesis catalyst
  作者：Tarun K. Maishal、Biplab Mondal、Vedavati G. Puranik、Prakash P. Wadgaonkar、Goutam Kumar Lahiri、Amitabha Sarkar

  DOI：10.1016/j.jorganchem.2004.11.012

  日期：2005.2

  complexes have been solved. The crystal structure of II confirmed the assigned structure and revealed existence of two sets of intermolecular C–H–Cl(M) type interactions, viz. (Ru)Cl–H–C(ferrocene) and (Ru)Cl–H–CHCl2. The air-stable, dark solid II is an efficient catalyst for ring-opening metathesis polymerization (ROMP) of cyclopentene, norbornene and cycloocta-1,5-diene. Electrochemical behavior of

  的[（PCY治疗3）2氯2 RUCH-PH（我用乙烯基二茂铁）1和1二茂铁基-1,3-丁二烯2得到的固体产物。这些新配合物进行了表征1 H NMR，31 P NMR和13 C NMR光谱。两种配合物的X射线晶体结构均已解决。的晶体结构II证明给定的结构，并显示两组间C-H-CL（M）型的相互作用，即是否存在。（Ru）的CL-H-C（二茂铁）和（Ru）的CL-H-三氯甲烷2。空气稳定，深色固体II为环戊烯，降冰片烯和环辛-1,5-二烯的开环易位聚合（ROMP）的有效催化剂。该复合物的电化学行为清楚地反映了两个金属中心之间的电子通信。
• An Air-Stable, Reusable, Bimetallic Version of Grubbs’ Catalyst for Alkene Metathesis
  作者：Amitabha Sarkar、Tarun K. Maishal

  DOI：10.1055/s-2002-34867

  日期：——

  RCM, cross-metathesis and ring-opening cross-metathesis are efficiently catalyzed by a new, air-stable, bimetallic analog of Grubbs’ Ru-based metathesis catalyst, which can be recovered and recycled.

  一种新型、空气稳定、双金属类似物 Grubbs 的 Ru 基偏析催化剂可有效催化 RCM、交叉偏析和开环交叉偏析，这种催化剂可以回收和循环利用。
• Effect of a proximal oxygen substituent on the efficacy of ruthenium-catalyzed cross-metathesis and RCM
  作者：Tarun K Maishal、Dilip K Sinha-Mahapatra、Kavita Paranjape、Amitabha Sarkar

  DOI：10.1016/s0040-4039(02)00111-9

  日期：2002.3

  Ruthenium-catalyzed cross-metathesis of various derivatives of 1,2-dihydroxy-3-butene reveals that cyclic acetals are best suited as substrates compared to acyclic diethers or diacetates, while RCM is relatively insensitive to the presence of allylic or homoallylic hydroxy or acetoxy groups. (C) 2002 Elsevier Science Ltd. All rights reserved.
• [EN] PYRAOLO- AND TRIAZOLO-AZINONE COMPOUNDS AND THEIR USES<br/>[FR] COMPOSÉS DE PYRAOLO-AZINONE ET DE TRIAZOLO-AZINONE ET LEURS UTILISATIONS
  申请人：[en]ASTRAZENECA AB

  公开号：WO2023099648A1

  公开（公告）日：2023-06-08

  The specification relates to a compound of Formula (I): or a pharmaceutically acceptable salt thereof, to pharmaceutical compositions containing them and to their use in the treatment or prevention of diseases and conditions including nervous system diseases or conditions.
• Holland, David; Stoddart, J. Fraser, Journal of the Chemical Society. Perkin transactions I, 1983, # 7, p. 1553 - 1571
  作者：Holland, David、Stoddart, J. Fraser

  DOI：——

  日期：——