2-氧代-1-丙基环戊烷-1-羧酸乙酯 | 56197-54-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-氧代-1-丙基环戊烷-1-羧酸乙酯
• 英文名称: 2-oxo-1-propyl-cyclopentanecarboxylic acid ethyl ester
• 英文别名: 2-Oxo-1-propyl-cyclopentancarbonsaeure-aethylester；ethyl 1-n-propyl-2-oxocyclopentanecarboxylate；Ethyl 2-oxo-1-propylcyclopentanecarboxylate；ethyl 2-oxo-1-propylcyclopentane-1-carboxylate
• CAS: 56197-54-7
• 化学式: C₁₁H₁₈O₃
• 分子量: 198.262
• InChiKey: BPGJLUDRCMKYMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2918300090

反应信息

• 作为反应物：
  描述：

  2-氧代-1-丙基环戊烷-1-羧酸乙酯 在 diclazuril 、 p-toluenesulfonic acid-d1 作用下， 以 重水 、 苯 为溶剂， 反应 48.0h， 生成 (2S,3'R,4aR,7R,8aS)-1',1',3'-trideuterio-4,4,7-trimethyl-3'-propylspiro[4a,5,6,7,8,8a-hexahydrobenzo[e][1,3]oxathiine-2,2'-cyclopentane]
  参考文献：
  名称：

  Biosynthesis of the Hypotensive Metabolite Oudenone by Oudemansiella radicata. 1. Intact Incorporation of a Tetraketide Chain Elongation Intermediate

  摘要：

  The biosynthesis of the fungal metabolite oudenone (1) was investigated in cultures of Oudemansiella radicata. Feeding experiments using C-13 and H-2-labeled precursors, as well as NMR analyses of the labeled metabolite, suggested a polyketide origin. The incorporation of six acetate units into the carbon skeleton of 1 was observed when cultures were fed the N-acetylcysteamine thioester derivative of C-13-labeled acetate. Labeling of oudenone (1) from [1,4-C-13(2)]succinate or L-[5-C-13]-glutamic acid was not observed, whereas the pattern of C-13 labeling from [2,3-C-13(2)]succinate was identical to that observed with [1,2-C-13(2)]acetate. The proposed advanced intermediate (5S)-5-hydroxyoctanoic acid (2) was synthesized as the deuterium labeled N-acetylcysteamine thioester derivative (S)-19 and successfully incorporated into 1. A biosynthetic scheme and cyclization mechanism, consistent with the experimental data, is proposed.

  DOI：

  10.1021/jo00126a050
• 作为产物：
  描述：

  2-氧代环戊羧酸乙酯 在 六甲基磷酰三胺 、 偶氮二异丁腈 、 三正丁基氢锡 、 sodium hydride 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 54.0h， 生成 2-氧代-1-丙基环戊烷-1-羧酸乙酯
  参考文献：
  名称：

  新型的自由基环扩环反应

  摘要：

  描述了卤代烷基β-酮酯的新颖的自由基引发的环膨胀。用适当的二卤化物将β-酮酯烷基化后，将所得的卤化物用氢化三正丁基锡进行回流处理。平稳地重排成均相的γ-酮酯。提出了一种氧自由基中间体用于该反应。

  DOI：

  10.1016/0040-4020(89)80035-3

文献信息

• Design and synthesis of 2,3,4,9-tetrahydro-1H-carbazole and 1,2,3,4-tetrahydro-cyclopenta[b]indole derivatives as non-nucleoside inhibitors of hepatitis C virus NS5B RNA-dependent RNA polymerase
  作者：Ariamala Gopalsamy、Mengxiao Shi、Gregory Ciszewski、Kaapjoo Park、John W. Ellingboe、Mark Orlowski、Boris Feld、Anita Y.M. Howe

  DOI：10.1016/j.bmcl.2006.01.105

  日期：2006.5

  A novel class of HCV NS5B RNA dependent RNA polymerase inhibitors containing 2,3,4,9-tetrahydro-1H-carbazole and 1,2,3,4-tetrahydro-cyclopenta[b]indole scaffolds were designed and synthesized. Optimization of the aromatic region showed preference for 5,8-disubstitution pattern in both the scaffolds examined while favoring the n-propyl moiety for the C-1 position. 1,2,3,4-tetrahydro-cyclopenta[b]indole

  设计并合成了一类新型 HCV NS5B RNA 依赖性 RNA 聚合酶抑制剂，其中含有 2,3,4,9-四氢-1H-咔唑和 1,2,3,4-四氢-环戊并[b]吲哚支架。芳族区域的优化显示出对所检查的两种支架中的 5,8-二取代模式的偏好，同时有利于 C-1 位置的正丙基部分。1,2,3,4-四氢-环戊二烯[b]吲哚支架比相应的 2,3,4,9-四氢-1H-咔唑和类似物 36 对 HCV NS5B 酶的 IC50 为 550 nM。
• Construction of Functionalized Carbocycles Having Contiguous Tertiary Carbinol and All-Carbon Stereogenic Centers
  作者：Chennakesava Reddy、Srinivasarao Arulananda Babu、Nayyar Ahmad Aslam、Vadla Rajkumar

  DOI：10.1002/ejoc.201201382

  日期：2013.4

  A highly stereoselective protocol is reported for customizing functionalized carbocyclic building blocks (β-hydroxy esters) and bicyclic lactones with a stereoarray that contains contiguous tertiary carbinol and all-carbon stereocenters. The efficient asymmetric induction and diastereofacial selective addition of allyl and propargyl indiums to hindered α,α-disubstituted cycloalkanones is presented

  报告了一种高度立体选择性的协议，用于定制功能化碳环结构单元（β-羟基酯）和双环内酯，其立体阵列包含连续的叔甲醇和全碳立体中心。介绍了烯丙基和炔丙基铟与受阻 α,α-二取代环烷酮的有效不对称诱导和非对映选择性加成。代表性产物的立体化学是从单晶 X 射线晶体结构分析中明确建立的，并提出了一种合理的反应途径来支持高非对映面选择性。
• Cyclopentane carboxylate compounds, process and intermediates for preparing the same and use thereof
  申请人：Xie Lunjia

  公开号：US20060094843A1

  公开（公告）日：2006-05-04

  The present invention discloses cyclopentane carboxylate compounds. The 1-hydrocarbyl-2-acyloxy-cyclopentane carboxylates according to the invention have a general formula (I): wherein groups R 1 , R 2 and R 3 , which are identical or different, are independently selected from the group consisting of linear or branched C 1 -C 20 alkyl, C 3 -C 20 cycloalkyl, C 6 -C 20 aryl, C 7 -C 20 alkaryl and C 7 -C 20 aralkyl. The present invention also discloses a process as well as intermediate compounds for preparing the compounds of formula (I), and use of the compounds (I) as electron donor in the preparation of catalysts for propylene polymerization.

  本发明公开了环戊烷羧酸酯化合物。根据本发明，1-羟基烷基-2-酰氧基环戊烷羧酸酯具有通式（I）：其中，基团R1、R2和R3，相同或不同，可独立地选择自线性或支链的C1-C20烷基、C3-C20环烷基、C6-C20芳基、C7-C20烷基芳基和C7-C20芳基烷基的群。本发明还公开了一种用于制备通式（I）化合物的过程以及中间体化合物，并且公开了将这些化合物（I）用作丙烯聚合催化剂中的电子给体的用途。
• Preparation of ω-Formylalkenoates from Cyclic β-Ketoesters
  作者：J. Kossanyi、J. Perales、A. Laachach、I. Kawenoki、J. P. Morizur

  DOI：10.1055/s-1979-28647

  日期：——
• Vavon; Horeau, Bulletin de la Societe Chimique de France, 1934, vol. <5> 1, p. 1703,1709
  作者：Vavon、Horeau

  DOI：——

  日期：——