N-(3-环戊烯-1-基)苯甲酰胺 | 132065-12-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(3-环戊烯-1-基)苯甲酰胺
• 英文名称: 4-benzamidocyclopentene
• 英文别名: N-(cyclopent-3-en-1-yl)benzamide；Benzamide, N-3-cyclopenten-1-yl-；N-cyclopent-3-en-1-ylbenzamide
• CAS: 132065-12-4
• 化学式: C₁₂H₁₃NO
• 分子量: 187.241
• InChiKey: MQZHLAAOHTUELL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(3-环戊烯-1-基)苯甲酰胺 在 吡啶 、 盐酸 、 硫酸 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 氯仿 、 水 、 正丁醇 为溶剂， 反应 74.0h， 生成 (+/-)-(1α,2β,4β)-4-<(2-amino-6-chloropyrimidin-4-yl)amino>-1,2-cyclopentanediol
  参考文献：
  名称：

  (.+-.)-Carbocyclic 5'-nor-2'-deoxyguanosine and related purine derivatives: synthesis and antiviral properties

  摘要：

  Beginning with 3-cyclopenten-1-ylamine hydrochloride, the 5'-nor derivatives of carbocyclic 2'-deoxyguanosine (2), 2'-deoxyadenosine (3), and 2,6-diaminopurine 2'-deoxyribofuranoside (4) have been prepared. These compounds were evaluated for antiviral potential versus herpes simplex virus, varicella-zoster virus, cytomegalovirus, vaccinia virus, vesicular stomatitis virus, and human immunodeficiency virus and found to lack activity. Also, compounds 2-4 were virtually nontoxic toward the host (human diploid fibroblast ESM and HEL) cells. These biological properties may be due to the inability of 2-4 to be phosphorylated to the requisite nucleotide level that is likely to be necessary for biological activity by correlation to carbocyclic 2'-deoxyguanosine (1), which possesses significant antiviral properties as a result of conversion to its 5'-triphosphate derivative.

  DOI：

  10.1021/jm00090a007
• 作为产物：
  描述：

  环戊-3-烯-1-醇甲磺酸盐 在 盐酸 、 4-二甲氨基吡啶 、 sodium azide 、 水 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 N-(3-环戊烯-1-基)苯甲酰胺
  参考文献：
  名称：

  4-氨基环戊-2-烯-1-醇的新途径：4-氨基取代的环戊烯氧化物的合成和对映选择性重排

  摘要：

  描述了用于碳环核苷类似物合成的4-氨基环戊-2-en-1-醇（90％ee）的不对称合成的新途径。该方法涉及立体选择性制备顺式4-氨基取代的环戊烯氧化物和随后手性碱介导的重排成相应的烯丙基醇。给出了4-氨基取代的环戊烯环氧化的合成和立体选择性的全部细节。

  DOI：

  10.1016/s0040-4020(00)00911-x

文献信息

• The synthesis of two 2′-deoxy carbocyclic purine nucleosides lacking the 5′-methylene
  作者：Masakazu Koga、Stewart W Schneller

  DOI：10.1016/s0040-4039(00)97979-6

  日期：1990.1

  The synthesis of the adenine derivative (±)-(1α,2β,4α)-4-(6-amino-9H-purin-9-yl)-1,2-cyclopentanediol (2) and its hypoxanthine analogue (3) as carbocyclic nucleosides lacking the 5′-methylene is described in 7 steps from 3-cyclopenten-1-ylamine hydrochloride (4) in on overall yield of 30% for 2 and 27% for 3.

  腺嘌呤衍生物（±）-（1α，2β，4α）-4-（6-氨基-9H-嘌呤-9-基）-1,2-环戊二醇（2）及其次黄嘌呤类似物（3）的合成缺乏5'-亚甲基核苷的碳环在7个步骤由3-环戊烯-1-基胺盐酸盐（描述4）在30％的总产率为2和27％为3。
• Hydrazone and Oxime Olefination via Ruthenium Alkylidenes
  作者：Daniel J. Nasrallah、Troy E. Zehnder、Jacob R. Ludwig、Daniel C. Steigerwald、John J. Kiernicki、Nathaniel K. Szymczak、Corinna S. Schindler

  DOI：10.1002/anie.202112101

  日期：2022.5.23

  Olefination of carbon–heteroatom double bonds is a powerful approach to access highly functionalized olefins. An approach is reported here that uses air-stable and commercially available ruthenium alkylidenes to promote C=N/olefin ring closure. The enabling strategy for this reaction is the use of hydrazones and oximes as readily accessible substrates that preferentially react with ruthenium alkylidenes

  碳-杂原子双键的烯化是获得高度官能化烯烃的有效方法。此处报告了一种方法，该方法使用空气稳定且市售的亚烷基钌来促进 C=N/烯烃环闭合。该反应的可行策略是使用腙和肟作为易于获得的底物，即使在羰基存在的情况下，它们也优先与亚烷基钌反应。
• AMPHIPHILIC MACROMOLECULE AND USE
  申请人：Beijing Junlun Runzhong Science&Technology Co., Limited

  公开号：EP2738190A1

  公开（公告）日：2014-06-04

  The present invention provides an amphiphilic macromolecule and use thereof. The amphiphilic macromolecules have structural units to adjust molecular weight and molecular weight distribution and charging property effects, high stereo-hindrance structural units, and amphiphilic structural units, are suitable for fields such as oil field well drilling, well cementation fracturing, oil gathering and transfer, sewage treatment, sludge treatment and papermaking, etc., and can be used as an oil-displacing agent for enhanced oil production, a heavy oil viscosity reducer, a fracturing fluid, a clay stabilizing agent, a sewage treatment agent, a papermaking retention and drainage aid or a reinforcing agent, etc.

  本发明提供了一种两亲大分子及其用途。本发明提供了一种两亲性大分子及其用途。该两亲性大分子具有可调节分子量和分子量分布及电荷特性效应的结构单元、高立体显微结构单元和两亲性结构单元，适用于油田钻井、固井压裂、集输油、污水处理、污泥处理和造纸等领域、可用作提高石油产量的石油置换剂、重油降粘剂、压裂液、粘土稳定剂、污水处理剂、造纸助留助排剂或增强剂等。
• Curran, Dennis P.; Gothe, Scott A.; Choi, Sung-Mo, Heterocycles, 1993, vol. 35, # 2, p. 1371 - 1395
  作者：Curran, Dennis P.、Gothe, Scott A.、Choi, Sung-Mo

  DOI：——

  日期：——
• Synthesis and enantioselective rearrangement of 4-amino-substituted cyclopentene oxides
  作者：Peter O'Brien、Timothy D. Towers、Matthias Voith

  DOI：10.1016/s0040-4039(98)01821-8

  日期：1998.10

  Several N-mono- and diprotected alkenes have been prepared and the, stereoselectivity of their epoxidation has been investigated: N-monoprotected alkenes give cis epoxides preferentially (due to hydrogen bonding directed epoxidations) whereas N-diprotected alkenes produce trans epoxides exclusively (due to steric effects). Chiral lithium amide base-mediated rearrangement of a cis-monoprotected epoxide generated the corresponding amino-cyclopentenol in good yield and with an enantiomeric excess of 60%. (C) 1998 Elsevier Science Ltd. All rights reserved.