N-甲氧基-N,2,2-三甲基丙酰胺 | 64214-60-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N-甲氧基-N,2,2-三甲基丙酰胺
• 中文别名: N-甲氧基-N-甲基-特戊酰胺
• 英文名称: N-methoxy-N-methylpivalamide
• 英文别名: N-methoxy-N,2,2-trimethylpropanamide；N-methoxy-N-methyl-2,2-dimethyl-propamide
• CAS: 64214-60-4
• 化学式: C₇H₁₅NO₂
• mdl: MFCD11847426
• 分子量: 145.202
• InChiKey: KUDRBYBWCRNGBJ-UHFFFAOYSA-N

物化性质

• 沸点：
  62-64 °C(Press: 10 Torr)
• 密度：
  0.937±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2924199090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N-Methoxy-N,2,2-trimethylpropanamide
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: N-Methoxy-N,2,2-trimethylpropanamide
CAS number: 64214-60-4

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C7H15NO2
Molecular weight: 145.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N-甲氧基-N,2,2-三甲基丙酰胺 在 三乙烯二胺 作用下， 反应 1.0h， 生成 1-methoxy-4,4-dimethyl-1(E)-penten-3-one
  参考文献：
  名称：

  A Convenient Synthesis of Masked β-Ketoaldehydes by the Controlled Addition of Nucleophiles to (Trimethylsilyl)ethynyl Ketones

  摘要：

  The controlled addition of nucleophiles to (trimethylsilyl)ethynyl ketones provides a facile route to beta-ketoacetals, beta-alkoxy-alpha,beta-unsaturated ketones or vinylogous amides depending on the choice of reaction conditions.

  DOI：

  10.1080/00397919308009803
• 作为产物：
  描述：

  N-甲基-N-甲氧基胺盐酸盐 、 三甲基乙酸 在 三氯化磷 作用下， 以 甲苯 为溶剂， 反应 0.67h， 以88%的产率得到N-甲氧基-N,2,2-三甲基丙酰胺
  参考文献：
  名称：

  直接由羧酸直接一锅无过渡金属合成Weinreb酰胺

  摘要：

  摘要 在一个锅中于60°C在甲苯中以高收率直接由羧酸，N，O-二甲基羟胺和三氯化磷直接制备Weinreb酰胺，从而避免了对水分和空气敏感的中间体P [NMe（OMe）] 3的分离。提前。受位阻的羧酸也以优异的产率得到相应的Weinreb酰胺。羧酸上具有各种官能团。该方法工艺简单，收率高，适合大规模生产。 在一个锅中于60°C在甲苯中以高收率直接由羧酸，N，O-二甲基羟胺和三氯化磷直接制备Weinreb酰胺，从而避免了对水分和空气敏感的中间体P [NMe（OMe）] 3的分离。提前。受位阻的羧酸也以优异的产率得到相应的Weinreb酰胺。羧酸上具有各种官能团。该方法工艺简单，收率高，适合大规模生产。

  DOI：

  10.1055/s-0033-1340317

文献信息

• A Structurally Robust Chiral Borate Ion: Molecular Design, Synthesis, and Asymmetric Catalysis
  作者：Daisuke Uraguchi、Fumito Ueoka、Naoya Tanaka、Tomohito Kizu、Wakana Takahashi、Takashi Ooi

  DOI：10.1002/anie.202001637

  日期：2020.7.6

  borate ion comprising an O,N,N,O‐tetradentate backbone, which ensures hitherto unattainable structural robustness. Upon pairing with a proton, the hydrogen borate acts as an effective catalyst for the asymmetric Prins‐type cyclization of vinyl ethers, providing access to structurally and stereochemically defined dihydropyrans. The key to selectivity control is the distinct ability of the borate ion to

  手性弱配位阴离子（WCA）的催化作用仍未得到开发，原因是缺乏利用其特性（如非亲核性质）的分子设计策略。在这里，我们报告了包含O，N，N，O-四齿骨架的手性硼酸根离子的开发，这确保了迄今为止无法获得的结构坚固性。与质子配对后，硼酸氢盐可作为乙烯基醚不对称Prins型环化的有效催化剂，从而提供结构和立体化学定义的二氢吡喃。选择性控制的关键是硼酸根离子区分无环氧鎓离子中间体前手性面并决定区域化学结果的独特能力。
• Selective Synthesis of <i>Z</i>-Silyl Enol Ethers via Ni-Catalyzed Remote Functionalization of Ketones
  作者：Sinem Guven、Gourab Kundu、Andrea Weßels、Jas S. Ward、Kari Rissanen、Franziska Schoenebeck

  DOI：10.1021/jacs.1c01797

  日期：2021.6.9

  the Z-selective synthesis of silyl enol ethers of (hetero)aromatic and aliphatic ketones via Ni-catalyzed chain walking from a distant olefin site. The positional selectivity is controlled by the directionality of the chain walk and is independent of thermodynamic preferences of the resulting silyl enol ether. Our mechanistic data indicate that a Ni(I) dimer is formed under these conditions, which

  我们报告了一种远程官能化策略，该策略允许通过 Ni 催化的链从远处的烯烃位点步行来Z选择性合成（杂）芳族和脂肪族酮的甲硅烷基烯醇醚。位置选择性由链游走的方向性控制，并且与所得甲硅烷基烯醇醚的热力学偏好无关。我们的机理数据表明，在这些条件下形成Ni (I)二聚体，作为催化剂静止状态，并在与烷基溴反应后转化为 [Ni (II) -H] 作为活性链行走/功能化催化剂，最终生成稳定的 η 3 键合Ni (II) 烯醇作为关键的选择性控制中间体。
• Zur Kenntnis einiger Hydroxamsäuren mit (s-trans)-Anordnung
  作者：Hartmut Grigat、Gerwalt Zinner

  DOI：10.1002/ardp.19863191113

  日期：——

  Hydroxamsäuren mit ausreichender sterischer Hinderung (tert‐Butyl, 1‐Adamantyl) an N und C‐2 können in stabiler s‐trans‐Anordnung vorliegen. Der N‐Substituent läßt sich thermisch abspalten.

  在 N 和 C-2 具有足够位阻（叔丁基，1-金刚烷基）的异羟肟酸可以稳定的 s-trans 排列存在。N取代基可以通过热去除。
• Anti-cancer agents and uses thereof
  申请人：Kelly Martha

  公开号：US20080280891A1

  公开（公告）日：2008-11-13

  The present invention is in the area of novel compounds and salts thereof, their syntheses, and their use as anti-cancer agents. The compounds include compounds of Formula I: and solvates, hydrates and pharmaceutically-acceptable salts thereof, wherein A 1 is N or CR 1 ; A 3 is N or CR 3 ; A 5 is N or CR 5 ; R 1 , R 3 -R 6 and L are defined in the specification; n is 0 or 1; and X is an optionally-substituted aryl group having 6-10 carbons in the ring portion, an optionally-substituted 6-membered heteroaryl group having 1-3 nitrogen atoms in the ring portion, an optionally-substituted 5-membered heteroaryl group having 0-4 nitrogen atoms in the ring portion and optionally having 1 sulfur atom or 1 oxygen atom in the ring portion, or an optionally-substituted heteroaryl group in which a 6-membered ring is fused either to a 5-membered ring or to a 6-membered ring, wherein in each case 1, 2, 3 or 4 ring atoms are heteroatoms independently selected from nitrogen, oxygen and sulfur. They are effective against a broad range of cancers, especially leukemia, prostate, non-small cell lung and colon. They are additionally useful in the treatment of proliferative retinopathies such as diabetic neuropathy and macular degeneration.

  本发明涉及新化合物及其盐，它们的合成以及它们作为抗癌剂的用途。这些化合物包括式I的化合物： 和其溶剂化物、水合物和药用可接受盐，其中A 1 为N或CR 1 ；A 3 为N或CR 3 ；A 5 为N或CR 5 ；R 1 ，R 3 -R 6 和L在规范中定义；n为0或1；X为在环部分具有6-10个碳的可选择取代芳基，在环部分具有1-3个氮原子的可选择取代的6元杂芳基，在环部分具有0-4个氮原子且可选择在环部分有1个硫原子或1个氧原子的可选择取代的5元杂芳基，或者在其中6元环与5元环或6元环融合的可选择取代的杂芳基，其中在每种情况下1、2、3或4个环原子是从氮、氧和硫中独立选择的杂原子。它们对广泛范围的癌症，特别是白血病、前列腺癌、非小细胞肺癌和结肠癌有效。它们还可用于治疗增殖性视网膜病变，如糖尿病神经病变和黄斑变性。
• Total Synthesis and Antitrypanosomal Activity of Janadolide and Simplified Analogues
  作者：Jonathan H. Chung、Arthur H. Tang、Kieran Geraghty、Leo Corcilius、Marcel Kaiser、Richard J. Payne

  DOI：10.1021/acs.orglett.0c00840

  日期：2020.4.17

  Herein, we describe the total synthesis of janadolide, along with eight simplified analogues, via an efficient solid-phase strategy. Crucial to the synthesis of the natural product was the construction of a key polyketide fragment via an enantioselective (−)-B-chlorodiisopinocampheylborane-mediated reduction and a B-alkyl Suzuki reaction. Janadolide and the simplified analogues exhibited antitrypanosomal

  Janadolide是从海洋蓝藻Okeania sp分离出的一种环状二肽天然产物。在这里，我们通过有效的固相策略描述了janadolide的总合成以及八个简化的类似物。天然产物的合成至关重要的是通过对映选择性（-）- B-氯二异opinocampheylborane介导的还原反应和B-烷基铃木反应来构建关键的聚酮化合物片段。Janadolide和简化的类似物对病原性布氏锥虫罗得氏菌和克氏锥虫具有抗锥虫活性。