tert-butyl (2-acetylphenyl)carbamate | 314773-77-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl (2-acetylphenyl)carbamate
• 英文别名: (2-Acetyl-phenyl)-carbamic acid tert-butyl ester；tert-butyl N-(2-acetylphenyl)carbamate
• CAS: 314773-77-8
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: GSAPPURHQAMLCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: tert-Butyl N-(2-acetylphenyl)carbamate
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: tert-Butyl N-(2-acetylphenyl)carbamate
CAS number: 314773-77-8

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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, refrigerated.
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: C13H17NO3
Molecular weight: 235.3

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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：

  tert-butyl (2-acetylphenyl)carbamate 在 甲醇 、 sodium tetrahydroborate 作用下， 反应 2.0h， 以84%的产率得到2-(1-羟基乙基)苯基氨基甲酸叔丁酯
  参考文献：
  名称：

  2-（1-羟乙基）苯基氨基甲酸叔丁酯的酶动力学拆分，手性有机硒烷和有机四氢呋喃的关键中间体。

  摘要：

  研究了通过脂肪酶催化的酯交换反应对 2-(1-羟乙基) 苯基氨基甲酸叔丁酯进行酶动力学拆分。我们研究了几种反应条件，氨基甲酸酯被南极念珠菌脂肪酶 B (CAL-B) 分解，产生光学纯的 (R)-和 (S)-对映异构体。酶促过程显示出优异的对映选择性（E > 200）。(R)-和(S)-叔丁基2-(1-羟乙基)苯基氨基甲酸酯很容易转化为相应的(R)-和(S)-1-(2-氨基苯基)乙醇。

  DOI：

  10.3390/molecules16098098
• 作为产物：
  描述：

  邻氨基苯甲酸 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 tert-butyl (2-acetylphenyl)carbamate
  参考文献：
  名称：

  一种便捷的正式[4+2]杂环化路线制备双(三氟甲基)四氢喹啉

  摘要：

  我们报道了一种带有一个或两个SO 2 CF 3基团的新型喹啉衍生物的可持续和高效合成。该方案不含金属、催化剂和辐射，涉及使用容易获得且稳定的前体，并避免副产物的形成。此外，该过程的温和条件允许广泛的官能团的耐受性。

  DOI：

  10.1002/chem.202102254

文献信息

• One pot synthesis of α-ketoamides from ethylarenes and amines: a metal free difunctionalization strategy
  作者：Mani Ramanathan、Chun-Kai Kuo、Shiuh-Tzung Liu

  DOI：10.1039/c6ob02361d

  日期：——

  One-pot and metal free synthesis of α-ketoamides has been described through in situ generation of aryl ketones from easily available ethylarenes followed by amidation with various amines. This multiple oxidation protocol involves catalytic I2–pyridine–TBHP (t-butyl hydroperoxide) mediated oxidative benzylic carbonylation and sequential NaI–TBHP mediated oxidative amidation without using any solvent

  通过从容易获得的乙基芳烃中原位生成芳基酮，然后用各种胺进行酰胺化，已经描述了一锅法和无金属法合成α-酮酰胺的方法。这种多重氧化方案涉及催化I 2-吡啶-TBHP（叔丁基氢过氧化物）介导的氧化苄基羰基化和连续的NaI-TBHP介导的氧化酰胺化，而无需使用任何溶剂。
• Synthesis of 3-Substituted Chromones and Quinolones from Enaminones
  作者：Jessie Joussot、Angèle Schoenfelder、Laurent Larquetoux、Marc Nicolas、Jean Suffert、Gaëlle Blond

  DOI：10.1055/s-0035-1562513

  日期：2016.10

  scientific achievements within his career Abstract A facile and efficient synthetic route to 3-substituted chromones and quinolones was developed. Silver triflate was employed to activate the electrophile to react with various readily available enaminones. A facile and efficient synthetic route to 3-substituted chromones and quinolones was developed. Silver triflate was employed to activate the electrophile

  献给诺曼特教授，以表彰他在职业生涯中的科学成就 抽象的 开发了一种简便有效的合成3-取代色酮和喹诺酮的方法。用三氟甲磺酸银活化亲电子试剂，使其与各种容易获得的烯胺酮反应。 开发了一种简便有效的合成3-取代色酮和喹诺酮的方法。用三氟甲磺酸银活化亲电子试剂，使其与各种容易获得的烯胺酮反应。
• INHIBITORS OF TRANSGLUTAMINASES
  申请人：Zedira GmbH

  公开号：EP3342779A1

  公开（公告）日：2018-07-04

  The invention relates to the compound of general formula (I) as novel inhibitors of transglutaminases, to methods for producing the inventive compounds, to pharmaceutical compositions containing said inventive compounds and to their use for the prophylaxis and treatment of diseases associated with transglutaminases.

  这项发明涉及通式（I）的化合物作为新型转谷氨酰胺酶抑制剂，以及生产这些创新化合物的方法，含有这些创新化合物的药物组合物，以及它们用于预防和治疗与转谷氨酰胺酶相关疾病的用途。
• The reaction of o-amino aryl carboxylic acids with Grignard reagents. The unusual effect of the N-protecting group on aryl ketone formation
  作者：Puwen Zhang、Eugene A Terefenko、Joseph Slavin

  DOI：10.1016/s0040-4039(01)00160-5

  日期：2001.3

  The addition of Grignard reagents to the o-amino aryl carboxylic acids without any additive forms the tertiary carbinol as a major product. Unexpectedly, the aryl ketones are formed as the only isolated product if o-amino moiety of anthranilic acids is protected with Boc, trifluoroacetyl, and pivaloyl protecting groups.

  在没有任何添加剂的情况下将格氏试剂添加到邻氨基芳基羧酸中形成叔甲醇为主要产物。出乎意料的是，如果邻氨基苯甲酸的o-氨基部分被Boc，三氟乙酰基和新戊酰基保护基保护，则芳基酮将作为唯一的分离产物形成。
• 一种苯胺对位三氟甲基化衍生物的制备方法
  申请人：苏州大学

  公开号：CN113214113B

  公开（公告）日：2022-10-14

  本发明公开了一种苯胺对位三氟甲基化衍生物的制备方法，在玻璃反应管中依次加入苯胺衍生物、4，5‑二氯荧光素、过硫酸钾与三氟甲基亚磺酸钠，以二甲基亚砜作为溶剂，于室温(23‑25℃)在40W蓝色LED下反应获得苯胺对位三氟甲基衍生物。本发明使用苯胺衍生物为起始物，原料易得、种类很多；利用本发明的方法得到的产物类型多样，可以直接应用于药物分子的修饰；同时，合成路线安全易行、成本较低、反应操作和后处理过程简单、选择性好，副反应少，能够进行放大量反应。