1-Methyl-2-oxocyclopentanecarbaldehyde | 130516-30-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Methyl-2-oxocyclopentanecarbaldehyde
• 英文别名: 2-formyl-2-methylcyclopentanone；1-Methyl-2-oxocyclopentane-1-carbaldehyde
• CAS: 130516-30-2
• 化学式: C₇H₁₀O₂
• 分子量: 126.155
• InChiKey: PFWUUCBJOWFFNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Methyl-2-oxocyclopentanecarbaldehyde 在 正丁基锂 、 sodium hydride 作用下， 反应 6.67h， 生成 1-hydroxy-1-ethynyl-2-methyl-2(2'-carbethoxyvinyl)cyclopentane
  参考文献：
  名称：

  通过阴离子氧对位重排合成有角度取代的双环系统

  摘要：

  报道了使用阴离子氧基-Cope重排一般合成具有角甲基取代基的反式双环甲醇。的原醇，，，和提供双环原醇，，和当与氢化钾在1,2- dimethoxyeth ANE处理。

  DOI：

  10.1016/s0040-4020(01)81524-6
• 作为产物：
  描述：

  6-甲基-7-氧杂双环[4.1.0]庚烷-2-酮 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 生成 1-Methyl-2-oxocyclopentanecarbaldehyde
  参考文献：
  名称：

  烷基化的iridolactone类似物的合成

  摘要：

  双环δ-内酯是在双环连接处带有烷基的铱-内酯类似物，是通过分子内的Horner-Wadsworth-Emmons反应从α-烷基-α-羟甲基环戊酮获得的。

  DOI：

  10.1016/s0040-4039(03)01320-0

文献信息

• Highly chemo- and regioselective rearrangement of α,β-epoxy ketones to 1,3-dicarbonyl compounds in 5 mol dm−3 lithium perchlorate–diethyl ether medium
  作者：S. Sankararaman、J. E. Nesakumar

  DOI：10.1039/a905619j

  日期：——

  Epoxides from α,β-unsaturated ketones undergo highly chemo- and regioselective rearrangement to 1,3-dicarbonyl compounds in 5 mol dm–3 lithium perchlorate–diethyl ether medium by a 1,2-migration of the carbonyl group at ambient conditions.

  从α环氧化物，β不饱和酮经历高度化疗和区域选择性重排1,3-二羰基化合物中的5摩尔分米-3通过羰基的在环境条件下的1,2-迁移高氯酸锂-乙醚平台。
• Solid-Acid Catalysed Rearrangement of Cyclic α,β-Epoxy Ketones
  作者：Jacob A. Elings、Hans E. B. Lempers、Roger A. Sheldon

  DOI：10.1002/(sici)1099-0690(200005)2000:10<1905::aid-ejoc1905>3.0.co;2-o

  日期：2000.5

  Various cyclic α,β-epoxy ketones rearranged to α-formyl ketones and/or vic-diones in the presence of catalytic amounts of zeolites and montmorillonite K10. This provides an excellent alternative to conventional homogeneous systems with respect to yields and workup. Differences in product distribution and type of products in the rearrangement of pulegone oxide could be reasonably explained by invoking

  在催化量的沸石和蒙脱石 K10 存在下，各种环状 α,β-环氧酮重排为 α-甲酰基酮和/或维克二酮。就产量和后处理而言，这为传统均相系统提供了极好的替代方案。通过调用均相和非均相催化剂的不同途径，可以合理地解释胡薄荷酮重排过程中产物分布和产物类型的差异。
• Synthesis of alkylated iridolactone analogs
  作者：Zineb Guerrab、Boujemaâ Daou、Souad Fkih-Tetouani、Mohammed Ahmar、Bernard Cazes

  DOI：10.1016/s0040-4039(03)01320-0

  日期：2003.7

  Bicyclic δ-lactones, iridolactones analogs with an alkyl group at the bicyclic junction, are obtained from α-alkyl-α-hydroxymethylcyclopentanones via an intramolecular Horner–Wadsworth–Emmons reaction.

  双环δ-内酯是在双环连接处带有烷基的铱-内酯类似物，是通过分子内的Horner-Wadsworth-Emmons反应从α-烷基-α-羟甲基环戊酮获得的。
• Novel pyrazolopyrimidines as cyclin dependent kinase inhibitors
  申请人：Guzi J. Timothy

  公开号：US20080050384A1

  公开（公告）日：2008-02-28

  In its many embodiments, the present invention provides a novel class of pyrazolo[1,5-a]pyrimidine compounds as inhibitors of cyclin dependent kinases, methods of preparing such compounds, pharmaceutical compositions containing one or more such compounds, methods of preparing pharmaceutical formulations comprising one or more such compounds, and methods of treatment, prevention, inhibition, or amelioration of one or more diseases associated with the CDKs using such compounds or pharmaceutical compositions.

  在其多种实施方式中，本发明提供了一种新型的吡唑并[1,5-a]嘧啶化合物类作为细胞周期依赖性激酶抑制剂，制备这种化合物的方法，包含一种或多种这样的化合物的药物组合物，制备包含一种或多种这样的化合物的药物制剂的方法，以及使用这样的化合物或药物组合物治疗、预防、抑制或改善与CDKs相关的一种或多种疾病的方法。
• The Intramolecular Aldol Condensation Route to Fused Bi- and Tricyclic β-Lactams¹^,²
  作者：Benito Alcaide、Concepción Polanco、Elena Sáez、Miguel A. Sierra

  DOI：10.1021/jo960904w

  日期：1996.1.1

  Staudinger cycloaddition of activated acid chlorides to 1,3-ketoaldimines, prepared in quantitative yields from 1,3-ketoaldehydes and amino esters, gave in excellent yields cis-a-azetidinones, 6-8, having the adequate functionality to obtain fused bi- and tricyclic beta-lactams. Reaction of compounds 6 with LHMDS at low temperature gave a single diastereomer of fused bicyclic compounds with a carbapenam or carbacefam skeleton. Treatment of diastereomeric cis-2-azetidinones, 7/8, in analogous conditions resulted either in the exclusive cyclization of one of the two diastereomers to form tricyclic [4.n.m] (n = 5, 6; m = 5, 6) compounds, or in the cyclization of both diastereomers to form tricyclic [4.n.7] (n = 5, 6) 2-azetidinones. In all cases the cyclization step was totally stereoselective. Alternatively, trans-carbapenams and one example of a tricyclic system having a trans-2-azetidinone ring have been obtained by using longer reaction times and higher temperatures. Epimerization at C3 of the 2-azetidinone nucleus occurs in these reaction conditions to obtain a single diastereomer of the final products. This approach to fused policyclic 2-azetidinones is one of the scarce syntheses of this kind of compound making use of the aldol condensation.