(2-propenylamino)acetaldehyde dimethylacetal | 62773-87-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-propenylamino)acetaldehyde dimethylacetal
• 英文别名: 2-(prop-2-enyl-1-amino)acetaldehyde dimethyl acetal；N-(2,2-dimethoxyethyl)-1-prop-2-enylamine；N-(2-propenyl)-N-(2,2-dimethoxyethyl)amine；N-allyl-N-dimethoxyethyl amine；N-(2,2-Dimethoxyethyl)prop-2-EN-1-amine
• CAS: 62773-87-9
• 化学式: C₇H₁₅NO₂
• mdl: MFCD15527396
• 分子量: 145.202
• InChiKey: TXGITQUGBCESRZ-UHFFFAOYSA-N

物化性质

• 沸点：
  166.6±25.0 °C(Predicted)
• 密度：
  0.901±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-propenylamino)acetaldehyde dimethylacetal 在 盐酸 、 三乙胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 28.0h， 生成 N-allyl-4-methyl-N-(2-oxoethyl)benzenesulfonamide
  参考文献：
  名称：

  杂环合成中的自由基环化。第13部分：硫烷基自由基加成—与烯烃连接的肟醚和的环化反应，以合成环状β-氨基酸

  摘要：

  硫醚基自由基加成－肟醚和与烯烃连接的的环化反应以及随后苯硫烷基甲基到羧基的转化提供了一种构造环状β-氨基酸的新方法。在AIBN存在下用苯硫酚处理后，使肟醚和平稳地进行硫烷基自由基加成-环化反应，得到2-（苯基硫烷基甲基）环烷基胺。该方法已成功应用于2-氨基环戊烷羧酸和4-氨基-3-吡咯烷羧酸的实际合成。

  DOI：

  10.1016/s0040-4020(02)00412-x
• 作为产物：
  描述：

  2-氯乙醛缩二甲醇 、 丙烯胺 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 29.0h， 以43%的产率得到(2-propenylamino)acetaldehyde dimethylacetal
  参考文献：
  名称：

  Ultrasound assisted one-pot synthesis of benzo-fused indole-4,9-dinones from 1,4-naphthoquinone and α-aminoacetals

  摘要：

  A one-pot synthesis of benzo[f]indole-4,9-diones from 1,4-naphthoquinone with alpha-aminoacetals has been developed. This method provides a straightforward synthesis of benzo[f]indole-4,9-diones via intramolecular nucleophilic attack of aminoquinones to aldehydes under mild reaction conditions. The detailed mechanism was also investigated. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2016.04.031

文献信息

• Lewis Acid Catalyzed Cyclization Reactions of Ethenetricarboxylates via Intramolecular Hydride Transfer
  作者：Shoko Yamazaki、Taku Naito、Mamiko Niina、Kiyomi Kakiuchi

  DOI：10.1021/acs.joc.7b00895

  日期：2017.7.7

  examined. The reaction of the amides bearing cyclic ether and acetal groups in the presence of Lewis acid such as Sc(OTf)3 gave spirocyclic piperidine derivatives as major products. The cyclized products may be formed via intramolecular hydride transfer. The reaction mechanism was examined by the DFT calculations. The scope and limitations of the hydride transfer/cyclization reactions of amides of

  已经研究了带有醚和缩醛基团的三羧酸乙烯酯的酰胺的催化环化。在路易斯酸如Sc（OTf）3的存在下，带有环醚和缩醛基的酰胺的反应得到螺环哌啶衍生物作为主要产物。环化产物可以通过分子内氢化物转移形成。通过DFT计算检查了反应机理。研究了三羧酸乙烯酯的酰胺的氢化物转移/环化反应的范围和局限性，还发现了通过分子内氧-迈克尔加成形成吗啉的现象。
• Enantioselective Desymmetrization of Bisphenol Derivatives via Ir-Catalyzed Allylic Dearomatization
  作者：Ye Wang、Wen-Yun Zhang、Jia-Hao Xie、Zong-Lun Yu、Jia-Hao Tan、Chao Zheng、Xue-Long Hou、Shu-Li You

  DOI：10.1021/jacs.0c09638

  日期：2020.11.11

  99% ee). The high efficiency of this reaction is exemplified by the short reaction time (30 min), low catalyst loading (down to 0.2 mol %), and ability to perform the reaction on a gram-scale. The total syntheses of (+)-tatanan B and (+)-tatanan C were also realized using this Ir-catalyzed allylic dearomatization reaction as a key step.

  天然产物中经常发现具有多个立体中心的螺环己二烯酮，但合成目标仍然具有挑战性。在此，我们报告了通过 Ir 催化的烯丙基脱芳构化反应对双酚衍生物进行对映选择性去对称化，以良好的产率（高达 90%）和出色的对映选择性（高达 99% ee）提供具有多达三个连续立体中心的螺环己二烯酮衍生物。该反应的高效率体现在反应时间短（30 分钟）、催化剂负载量低（低至 0.2 mol%）以及以克规模进行反应的能力。(+)-tatanan B 和 (+)-tatanan C 的全合成也是使用这种 Ir 催化的烯丙基脱芳构化反应作为关键步骤来实现的。
• N-allyl-N-dialkoxyethyl amide or amine monomers
  申请人：National Starch and Chemical Investment Holding Corporation

  公开号：US05177263A1

  公开（公告）日：1993-01-05

  A formaldehyde-free latent crosslinking monomer represented by the formula ##STR1## in which R.sup.1 and R.sup.2 are C.sub.1 -C.sub.3 alkyl; R.sup.3 is hydrogen, C.sub.1 -C.sub.3 alkyl, or R.sup.4 --C(O)--; and R.sup.4 is C.sub.1 -C.sub.3 alkyl or C.sub.6 -C.sub.8 aryl, contains an allyl group capable of undergoing addition copolymerization and a dialkoxy ethyl group capable of crosslinking under acidic conditions. The monomer can be copolymerized with comonomers to form emulsion polymers for use as formaldehyde-free binders in nonwoven textiles. Methods for the preparation of the monomer, the polymers, and the nonwoven fabrics are described.

  一种无甲醛潜在交联单体，其化学式为##STR1##其中R.sup.1和R.sup.2为C.sub.1 -C.sub.3烷基；R.sup.3为氢、C.sub.1 -C.sub.3烷基或R.sup.4 --C(O)--；R.sup.4为C.sub.1 -C.sub.3烷基或C.sub.6 -C.sub.8芳基，含有能够在酸性条件下交联的二烷氧基乙基基团。该单体可以与共聚单体共聚形成乳液聚合物，用作无甲醛粘合剂在非织造纺织品中。描述了单体、聚合物和非织造织物的制备方法。
• N-allyl-N-dialkoxyethyl amide or amine emulsion binders for nonwoven
  申请人：National Starch and Chemical Investment Holding Corporation

  公开号：US05187006A1

  公开（公告）日：1993-02-16

  A formaldehyde-free latent crosslinking monomer represented by the formula ##STR1## in which R.sup.1 and R.sup.2 are C.sub.1 -C.sub.3 alkyl; R.sup.3 is hydrogen, C.sub.1 -C.sub.3 alkyl, or R.sup.4 --C(O)--; and R.sup.4 is C.sub.1 -C.sub.3 alkyl or C.sub.6 -C.sub.8 aryl, contains an allyl group capable of undergoing addition copolymerization and a dialkoxy ethyl group capable of crosslinking under acidic conditions. The monomer can be copolymerized with comonomers to form emulsion polymers for use as formaldehyde-free binders in nonwoven textiles. Methods for the preparation of the monomer, the polymers, and the nonwoven fabrics are described.

  一种无甲醛潜在交联单体，其化学式为##STR1## 其中R.sup.1和R.sup.2为C.sub.1-C.sub.3烷基；R.sup.3为氢，C.sub.1-C.sub.3烷基或R.sup.4 --C(O)--；R.sup.4为C.sub.1-C.sub.3烷基或C.sub.6-C.sub.8芳基，含有能够发生加成共聚反应的烯丙基团和在酸性条件下能够交联的二烷氧基乙基基团。该单体可以与共聚单体共聚形成乳液聚合物，用作无甲醛粘合剂，用于无纺织品。描述了制备该单体、聚合物和无纺织品的方法。
• Dihydroxypyridopyrazine-1,6-dione compounds useful as hiv integrase inhibitors
  申请人：Wai S. John

  公开号：US20060024330A1

  公开（公告）日：2006-02-02

  8,9-Dihydroxydihydropyridopyrazine-1,6-diones and 8,9-dihydroxypyridopyrazine-1,6-diones are inhibitors of HIV integrase and inhibitors of HIV replication. In one embodiment, the pyridopyrazinediones are of Formula (I): (I), wherein R 1 , R 2 , R 3 , R 4 and R 5 are defined herein. The compounds are useful in the prevention and treatment of infection by HIV and in the prevention, delay in the onset, and treatment of AIDS. The compounds are employed against HIV infection and AIDS as compounds per se or in the form of pharmaceutically acceptable salts. The compounds and their salts can be employed as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of preventing, treating or delaying the onset of AIDS and methods of preventing or treating infection by HIV are described.

  8,9-二羟基二氢吡啶吡嗪-1,6-二酮和8,9-二羟基吡啶吡嗪-1,6-二酮是HIV整合酶的抑制剂和HIV复制的抑制剂。在一种实施例中，吡啶吡嗪二酮的化学式为（I）：（I），其中R1、R2、R3、R4和R5的定义见本文。这些化合物可用于预防和治疗HIV感染以及预防、延缓AIDS的发病和治疗。这些化合物可作为化合物本身或药物可接受的盐的形式用于对抗HIV感染和AIDS。这些化合物及其盐可以作为药物组合中的成分，可选地与其他抗病毒药物、免疫调节剂、抗生素或疫苗组合使用。描述了预防、治疗或延缓AIDS的方法以及预防或治疗HIV感染的方法。