2-hydroxycyclopentyl acetate | 20520-67-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxycyclopentyl acetate
• 英文别名: (2-hydroxycyclopentyl) acetate
• CAS: 20520-67-6；20520-68-7；86703-57-3；86703-58-4；105663-22-7；110611-69-3；112835-89-9；133442-58-7；35657-87-5
• 化学式: C₇H₁₂O₃
• mdl: MFCD24390258
• 分子量: 144.17
• InChiKey: YRJFZPSFQDTFRK-UHFFFAOYSA-N

物化性质

• 密度：
  1.102 g/mL at 20 °C(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

制备方法与用途

用途：手性醇，如(R,R)-反式-1,2-环戊二醇的衍生物。

反应信息

• 作为反应物：
  描述：

  2-hydroxycyclopentyl acetate 以61%的产率得到
  参考文献：
  名称：

  XIE, ZHUO-FENG;NAKAMURA, IZUMI;SUEMUNE, HIROSHI;SAKAI, KIYOSHI, J. CHEM. SOC. CHEM. COMMUN.,(1988) N 14, C. 966-967

  摘要：

  DOI：

文献信息

• A Multicatalyst System for the One‐Pot Desymmetrization/Oxidation of <i>meso</i> ‐1,2‐Alkane Diols
  作者：Christian E. Müller、Radim Hrdina、Raffael C. Wende、Peter R. Schreiner

  DOI：10.1002/chem.201100498

  日期：2011.5.27

  Two is better than one: We demonstrate the viability of an organocatalytic reaction sequence along a short peptide backbone that carries two independent catalytic functionalities, which allow the rapid, one‐pot acylative desymmetrization and oxidation of meso‐alkane‐1,2‐diols to the corresponding acetylated acetoins with good yields and enantioselectivities (see scheme).

  两个优于一个：我们证明的有机催化反应序列的沿着承载两个独立的催化功能，其允许快速，一锅acylative desymmetrization和氧化的短肽骨架的生存能力内消旋-烷烃-1,2-二醇来具有良好产率和对映选择性的相应乙酰化乙酰丙酮（参见方案）。
• Cerium-Catalyzed Formal Cycloaddition of Cycloalkanols with Alkenes through Dual Photoexcitation
  作者：Anhua Hu、Yilin Chen、Jing-Jing Guo、Na Yu、Qing An、Zhiwei Zuo

  DOI：10.1021/jacs.8b08781

  日期：2018.10.24

  We describe a synergistic utilization of cerium photocatalysis and photoinduced electron transfer catalysis that enables an atom- and step-economical ring expansion of readily available cycloalkanols. This operationally simple protocol provides rapid access to privileged and synthetically challenging bridged lactones. The mild catalytic manifold has been adapted to continuous flow for scale-up applications and employed for the concise synthesis of polycyclic core of nepalactones.
• Metal-Free, Organocatalytic <i>Syn</i> Diacetoxylation of Alkenes
  作者：Wenhe Zhong、Shan Liu、Jun Yang、Xiangbao Meng、Zhongjun Li

  DOI：10.1021/ol301311e

  日期：2012.7.6

  A novel method for the organocatalytic syn diacetoxylation of alkenes has been developed using aryl iodides as efficient catalysts. A broad range of substrates, including electron-rich as well as electron-deficient alkenes, are smoothly transformed by the new procedure, furnishing the desired products in good to excellent yields with high diastereoselectivity (up to >19:1 dr).
• US5312950A
  申请人：——

  公开号：US5312950A

  公开（公告）日：1994-05-17