2-(溴甲基)苯基氨基甲酸叔丁酯 | 166329-43-7

• 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: 2-(溴甲基)苯基氨基甲酸叔丁酯
• 英文名称: N-tert-butoxycarbonyl-2-bromomethylaniline
• 英文别名: [2-[N-(tert-butoxycarbonyl)amino]phenyl]methyl bromide；2-(tert-butyloxycarbonyl)aminobenzyl bromide；N-(tert-butoxycarbonyl)-2-bromomethylaniline；tert-butyl (2-(bromomethyl)-phenyl)carbamate；tert-butyl (2-(bromomethyl)phenyl)carbamate；2-bromomethyl-N-tert-butoxycarbonylaniline；tert-butyl N-[2-(bromomethyl)phenyl]carbamate
• CAS: 166329-43-7
• 化学式: C₁₂H₁₆BrNO₂
• 分子量: 286.169
• InChiKey: RRLOJNBCMQJDHS-UHFFFAOYSA-N

物化性质

• 沸点：
  309.0±25.0 °C(Predicted)
• 密度：
  1.376±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险品运输编号：
  2811
• 危险性描述：
  H301

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Boc-aminobenzyl bromide
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: 2-Boc-aminobenzyl bromide
CAS number: 166329-43-7

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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: C12H16BrNO2
Molecular weight: 286.2

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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, hydrogen bromide.

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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：

  2-(溴甲基)苯基氨基甲酸叔丁酯 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 作用下， 以 四氢呋喃 、 二氯甲烷 、 三氟乙酸 为溶剂， 反应 15.0h， 生成 2-(3-苯基-2-丙炔基)苯胺
  参考文献：
  名称：

  通过苯胺-炔烃的分子内加氢和不对称加氢合成手性苯并-N-杂环的合成路线

  摘要：

  已经报道了在单一手性钌配合物或由非手性金配合物和手性钌配合物组成的二元体系的催化下有效的顺序分子内加氢/不对称氢化反应。从苯胺衍生物获得了多种对映体富集的苯并稠合的N-杂环，包括1,2,3,4-四氢喹啉，二氢吲哚和2,3,4,5-四氢-1 H-苯并[ b ] pine庚因衍生物-炔烃在温和条件下具有高产率（高达98％）和中等至优异的对映选择性（高达98％ee）。该协议具有良好的官能团耐受性和较高的原子经济性。此外，该催化方案适用于天然存在的生物碱（-）-Angustureine的克规模合成。

  DOI：

  10.1021/acs.organomet.9b00183
• 作为产物：
  描述：

  邻氨基苯甲醇 在 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 2-(溴甲基)苯基氨基甲酸叔丁酯
  参考文献：
  名称：

  光氧化还原催化的三氟甲基化分子内环化：含CF 3杂环化合物的合成。

  摘要：

  开发了一种一般的光氧化还原催化的分子内环化反应，用于合成三氟甲基化的杂环化合物。反应在温和的光催化条件下以高官能团耐受性顺利进行，可以制备不同大小的含氧，硫或氮的杂环。广泛的底物范围证明了该策略在提高复杂性方面的潜力。

  DOI：

  10.1021/acs.orglett.8b00648

文献信息

• Indoles
  申请人：Eisai Co., Ltd.

  公开号：US20020019531A1

  公开（公告）日：2002-02-14

  A 1,4-substituted cyclic amine derivative represented by the following formula or a pharmacologically acceptable salt thereof: 1 wherein A, B, C, D, T, Y, and Z each represent a methine or a nitrogen linkage; R 1 , R 2 , R 3 , R 4 , and R 5 each represent a substituent; n represents 0 or an integer of 1 to 3; m represents 0 or an integer of 1 to 6; and p represents an integer of 1 to 3. The compounds have serotonin antagonism. They are therefore clinically useful as medicaments, in particular, for treating, ameliorating, and preventing spastic paralysis. They are also useful as central muscle relaxants for ameliorating myotonia.

  一种由以下公式表示的1,4-取代的环胺衍生物或其药理学上可接受的盐： 其中A、B、C、D、T、Y和Z分别表示亚甲基或氮键合物；R1、R2、R3、R4和R5分别表示取代基；n表示0或1至3的整数；m表示0或1至6的整数；p表示1至3的整数。这些化合物具有5-羟色胺拮抗作用。因此，在临床上作为药物特别有用，用于治疗、改善和预防痉挛性瘫痪。它们还可用作中枢肌肉松弛剂，改善肌张力过高。
• Arylaminoaryl-alkyl-substituted imidazolidine-2,4-diones, process for preparing them, medicaments comprising these compounds, and their use
  申请人：JAEHNE Gerhard

  公开号：US20090215728A1

  公开（公告）日：2009-08-27

  This invention relates to arylaminoaryl-alkyl-substituted imidazolidone-2,4-diones of formula (I) and also to their physiologically tolerated salts: Wherein R, R′, R1 to R10, A, D, E, G, L and p are as defined herein. The invention also relates to processes for preparing them, pharmaceutical compositions comprising them and their therapeutic use. The compounds are suitable, for example, as anti-obesity drugs and for treating cardiometabolic syndrome.

  这项发明涉及公式（I）中的芳基氨基芳基烷基取代的咪唑烷二酮及其生理耐受的盐： 其中R、R'、R1至R10、A、D、E、G、L和p如本文所定义。该发明还涉及制备它们的方法、包含它们的药物组合物以及它们的治疗用途。这些化合物适用于例如作为抗肥胖药物和治疗心脏代谢综合征。
• Dibromo-BODIPY as an Organic Photocatalyst for Radical–Ionic Sequences
  作者：William H. García-Santos、Javier Ordóñez-Hernández、Mónica Farfán-Paredes、Hiram M. Castro-Cruz、Norma A. Macías-Ruvalcaba、Norberto Farfán、Alejandro Cordero-Vargas

  DOI：10.1021/acs.joc.1c01598

  日期：2021.12.3

  A new dibrominated 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) is reported as a new metal-free photocatalyst. This BODIPY showed similar optoelectronic, electrochemical, and performance properties to those of Ru(bpy)3Cl2, one of the most common photocatalysts in a known radical–ionic transformation, such as the formation of 1,4-dicarbonyl compounds. Moreover, additional sequences in which the

  一种新的二溴化 4,4-二氟-4-bora-3a,4a- diaza - s - indacene (BODIPY) 被报道为一种新的无金属光催化剂。该 BODIPY 显示出与 Ru(bpy) 3 Cl 2相似的光电、电化学和性能特性，Ru(bpy) 3 Cl 2是已知自由基 - 离子转化（例如形成 1,4-二羰基化合物）中最常见的光催化剂之一。此外，使用这种 BODIPY 光催化剂开发了额外的序列，其中生成的氧离子被内部亲核试剂捕获。这些新序列允许直接制备 γ-烷氧基内酯、单保护的 1,4-酮醛和二氢呋喃。这种新的催化剂、方法和伪造的官能团可能是有机合成中的重要工具。
• Construction of Azacycles Based on Endo-Mode Cyclization of Allenes
  作者：Chisato Mukai、Minoru Kobayashi、Shoko Kubota、Yukie Takahashi、Shinji Kitagaki

  DOI：10.1021/jo035729f

  日期：2004.3.1

  procedure for constructing monocyclic five- and six-membered azacycles by the endo-mode ring-closing reaction of allenylazido derivatives under neutral conditions has been developed. The azabicyclo[m.n.0] compounds were prepared by applying this newly developed procedure. The seven-membered azacycle was prepared when the allene possessing an unsubstituted carboxyl amido functionality was submitted

  已开发出一种在中性条件下通过烯丙基叠氮基衍生物的内模闭环反应构建单环五元和六元氮杂环的新方法。氮杂双环[ m。Ñ通过施加该新开发的方法制备0.0]的化合物。当具有未取代的羧基酰胺基官能团的丙二烯经受基本条件时，制备了七元氮杂环。另外，使用该方法合成了吲哚和喹啉骨架。
• Synthesis of 1,4-benzodiazepine-1-carbothioamides, bicyclic analogues of the TIBO-type anti-HIV agents
  作者：Jie Liu、Robert H. Dodd

  DOI：10.1002/jhet.5570320225

  日期：1995.3

  series of N'-substituted 1,4-benzodiazepine-1-carbothioamides 2a-j were prepared by reacting the precursor 1,4-benzodiazepine 11 with the corresponding N-substituted isothiocyanates 2a-i or with sodium thiocyanate-trifluoroacetic acid (2j). Despite the structural ressemblance of these molecules with the potent TIBO-type anti-HIV compound R82150, 2a-j displayed no anti-HIV activity in vitro.

  一系列的N” -取代的1,4-苯并二氮杂-1- carbothioamides 2a-j中是由前体1,4-苯并二氮杂反应制备11与相应的Ñ取代异硫氰酸酯2A-I或与硫氰酸钠，三氟乙酸（2J ）。尽管这些分子与有效的TIBO型抗HIV化合物R82150具有结构相似性，但2a-j在体外没有显示抗HIV活性。