methyl 2-(cyclopent-1-enyl)-2-oxoacetate | 59104-59-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: methyl 2-(cyclopent-1-enyl)-2-oxoacetate
• 英文别名: methyl 2-(cyclopent-1-en-1-yl)-2-oxoacetate；Methyl-(cyclopent-1-enyl)-glyoxylat；Methyl 2-(cyclopenten-1-yl)-2-oxoacetate
• CAS: 59104-59-5
• 化学式: C₈H₁₀O₃
• 分子量: 154.166
• InChiKey: IIYLDLIABDPBQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-(cyclopent-1-enyl)-2-oxoacetate 在 镍 作用下， 以 乙醇 为溶剂， 生成 Methyl-cyclopentylglyoxylat
  参考文献：
  名称：

  Yamagiwa,S. et al., Journal of the Chemical Society. Perkin transactions I, 1979, p. 570 - 583

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 2-(1-hydroxycyclopentyl)-2,2-dimethoxyacetate 在 吡啶 、 盐酸 、 氯化亚砜 作用下， 生成 methyl 2-(cyclopent-1-enyl)-2-oxoacetate
  参考文献：
  名称：

  Fell, Stephen C. M.; Pearson, Michael J.; Burton, George, Journal of the Chemical Society. Perkin transactions I, 1995, # 12, p. 1483 - 1494

  摘要：

  DOI：

文献信息

• Efficient Oxa-Diels–Alder/Semipinacol Rearrangement/Aldol Cascade Reaction: Short Approach to Polycyclic Architectures
  作者：Jin-Bao Peng、Yue Qi、Ze-Ran Jing、Shao-Hua Wang、Yong-Qiang Tu、Dao-Yong Zhu、Fu-Min Zhang

  DOI：10.1021/acs.orglett.5b00125

  日期：2015.2.20

  A novel carbon electrophile induced intermolecular oxa-Diels–Alder/semipinacol rearrangement/aldol cascade reaction of allylic silyl ether with β,γ-unsaturated α-ketoester has been developed under the promotion of SnCl4. This highly efficient transformation enables the quick construction of polycyclic architectures with up to five contiguous stereogenic centers in a single operation with moderate to

  在SnCl 4的促进下，开发了一种新型的碳亲电试剂诱导烯丙基甲硅烷基醚与β，γ-不饱和α-酮酸酯的分子间氧杂-Diels-Alder / Semipinacol重排/醛醇醛级联反应。这种高效的转化方法可在一次操作中快速构建具有多达五个连续立体异构中心的多环结构，且具有中等至良好的产率以及高非对映选择性，并将为多种生物学上重要的多环天然化合物的构架和/或类似物提供通用的简便方法产品。
• Polymerizable bicyclic cyclopropane derivatives and their use for the preparation of dental materials
  申请人：——

  公开号：US20040077882A1

  公开（公告）日：2004-04-22

  Bicyclic cyclopropane derivatives of the general Formula (I) 1 in which n+m is 0 to 8; r is 1 to 4; R 1 is absent or is a C 1 -C 20 alkylene radical which can be interrupted by O or S, a cycloaliphatic C 4 -C 12 radical, a bicyclic C 4 -C 12 radical, a C 6 -C 14 arylene or C 7 -C 20 alkylenearylene radical; R 2 is for r=1 a C 1 -C 20 alkyl radical which can be interrupted by O or S, a cycloaliphatic C 4 -C 12 radical, a bicyclic C 4 -C 12 radical, a C 6 -C 14 aryl or a C 7 -C 20 alkylaryl radical; is for r>1 an r-times substituted aliphatic C 1 to C 20 radical which can be interrupted by O or S, a cycloaliphatic C 4 -C 12 radical, an aromatic C 6 -C 14 radical or aliphatic-aromatic C 7 -C 20 radical; X is absent or is —CO—O—, —CO—NH— or —O—CO—NH—, and Y is CH 2 , O or S which is suitable in particular for the preparation of dental materials.

  环丙烷衍生的双环螺烷通式（I）中，其中n+m为0至8；r为1至4；R1不存在或为一个C1-C20烷基基团，其可被O或S中断，为一个环脂肪C4-C12基团，一个双环C4-C12基团，一个C6-C14芳基或C7-C20烷基芳基基团；对于r=1，R2为一个C1-C20烷基基团，其可被O或S中断，为一个环脂肪C4-C12基团，一个双环C4-C12基团，一个C6-C14芳基或一个C7-C20烷基芳基基团；对于r>1，为r次取代的脂肪烷基C1至C20基团，其可被O或S中断，为一个环脂肪C4-C12基团，一个芳香族C6-C14基团或脂肪-芳香族C7-C20基团；X不存在或为—CO—O—，—CO—NH—或—O—CO—NH—，Y为CH2，O或S，特别适用于制备牙科材料。
• POLYMERIZABLE BICYCLIC CYCLOPROPANE DERIVATIVES AND THEIR USE FOR THE PREPARATION OF DENTAL MATERIALS
  申请人：Moszner Norbert

  公开号：US20070232719A1

  公开（公告）日：2007-10-04

  Bicyclic cyclopropane derivatives of the general Formula (I) in which n+m is 0 to 8; r is 1 to 4; R 1 is absent or is a C 1 -C 20 alkylene radical which can be interrupted by O or S, a cycloaliphatic C 4 -C 12 radical, a bicyclic C 4 -C 12 radical, a C 6 -C 14 arylene or C 7 -C 20 alkylenearylene radical; R 2 is for r=1 a C 1 -C 20 alkyl radical which can be interrupted by O or S, a cycloaliphatic C 4 -C 12 radical, a bicyclic C 4 -C 12 radical, a C 6 -C 14 aryl or a C 7 -C 20 alkylaryl radical; is for r>1 an r-times substituted aliphatic C 1 to C 20 radical which can be interrupted by O or S, a cycloaliphatic C 4 -C 12 radical, an aromatic C 6 -C 14 radical or aliphatic-aromatic C 7 -C 20 radical; X is absent or is —CO—O—, —CO—NH— or —O—CO—NH—, and Y is CH 2 , O or S which is suitable in particular for the preparation of dental materials.

  通式（I）的双环环丙烷衍生物，其中n+m为0至8; r为1至4; R1为空缺或为C1-C20烷基，其中可以被O或S中断，为环状脂肪族C4-C12基，双环C4-C12基，C6-C14芳基烷基或C7-C20烷基芳基烷基; R2为r=1时为C1-C20烷基，其中可以被O或S中断，为环状脂肪族C4-C12基，双环C4-C12基，C6-C14芳基或C7-C20烷基芳基烷基; 当r>1时，为r次取代的脂肪族C1到C20基，其中可以被O或S中断，为环状脂肪族C4-C12基，芳香族C6-C14基或脂肪族-芳香族C7-C20基; X为空缺或为—CO—O—，—CO—NH—或—O—CO—NH—，Y为CH2，O或S，特别适用于制备牙科材料。
• US7365222B2
  申请人：——

  公开号：US7365222B2

  公开（公告）日：2008-04-29
• US7585901B2
  申请人：——

  公开号：US7585901B2

  公开（公告）日：2009-09-08