N-Boc-N,N-双(2-溴乙基)胺 | 159635-50-4

• 物质功能分类: 有机原料 - 氨基化合物
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N-Boc-N,N-双(2-溴乙基)胺
• 中文别名: N-Boc-双(2-溴乙基)胺；N-BOC-N,N-双(2-溴甲基)胺
• 英文名称: N-Boc-N,N-bis(2-bromoethyl)amine
• 英文别名: N-BOC-N,N-bis(2-bromomethyl)amine；tert-butyl bis(2-bromoethyl)carbamate；tert-butyl N,N-bis(2-bromoethyl)carbamate
• CAS: 159635-50-4
• 化学式: C₉H₁₇Br₂NO₂
• 分子量: 331.047
• InChiKey: CIKNCWSDHQVBKL-UHFFFAOYSA-N

物化性质

• 沸点：
  317.7±35.0 °C(Predicted)
• 密度：
  1.545±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 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

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N-Boc-n,n-bis(2-bromoethyl)amine
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-Boc-n,n-bis(2-bromoethyl)amine
CAS number: 159635-50-4

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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, 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: C9H17Br2NO2
Molecular weight: 331.0

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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：

  N-Boc-N,N-双(2-溴乙基)胺 在 platinum(IV) oxide N-甲基吗啉 、 盐酸 、 氢气 、 sodium hydride 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-{[4-(2-Methyl-quinolin-4-ylmethoxy)-benzoylamino]-methyl}-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester
  参考文献：
  名称：

  Synthesis and structure–activity relationship of a novel, achiral series of TNF-α converting enzyme inhibitors

  摘要：

  A novel series of achiral TNF-alpha converting enzyme (TACE) inhibitors has been discovered. These compounds exhibited activities from 0.35 to 11 nM in a porcine TACE assay and inhibited TNF-alpha production in an LPS-stimulated whole blood assay with an IC50 value of 23 nM for the most potent one. They also have excellent selectivities over related metalloproteases including aggrecanases. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.02.015
• 作为产物：
  描述：

  N-Boc-N,N-双{2-[(甲烷磺酰基)氧基]乙基}胺 在 lithium bromide 作用下， 以 四氢呋喃 为溶剂， 生成 N-Boc-N,N-双(2-溴乙基)胺
  参考文献：
  名称：

  Novel spiropiperidine-based stearoyl-CoA desaturase-1 inhibitors: Identification of 1′-{6-[5-(pyridin-3-ylmethyl)-1,3,4-oxadiazol-2-yl]pyridazin-3-yl}-5-(trifluoromethyl)-3,4-dihydrospiro[chromene-2,4′-piperidine]

  摘要：

  Cyclization of the benzoylpiperidine in lead compound 2 generated a series of novel and highly potent spiropiperidine-based stearoyl-CoA desaturase (SCD)-1 inhibitors. Among them, 1'-{6-[5-(pyridin-3-ylmethyl)-1,3,4-oxadiazol-2-yl]pyridazin-3-yl}-5-(trifluoromethyl)-3,4-dihydrospiro[chromene-2,4'-piperidine] (19) demonstrated the most powerful inhibitory activity against SCD-1, not only in vitro but also in vivo (C57BL/6 J mice). With regard to the pharmacological evaluation, 19 showed powerful reduction of the desaturation index in the plasma of C57BL/6 J mice on a non-fat diet after a 7-day oral administration (q.d.) without causing notable abnormalities in the eyes or skin up to the highest dose (3 mg/kg) in our preliminary analysis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.043

文献信息

• Preparation Method for Amide Compounds and Use Thereof in Medical Field
  申请人：Shanghai Synergy Pharmaceutical Sciences Co., Ltd.

  公开号：US20220024941A1

  公开（公告）日：2022-01-27

  Provided are a preparation method for amide compounds and use thereof in medical field. Specifically, provided are small molecule amide compounds. Such compounds are inhibitors of enhancer homolog 2 (EZH2) of Zeste gene, and can be used for preventing and/or treating related diseases mediated by EZH2, including tumors, myeloproliferative diseases or autoimmune diseases.

  提供了一种酰胺化合物的制备方法及其在医学领域中的用途。具体来说，提供了小分子酰胺化合物。这些化合物是Zeste基因的增强子同源物2（EZH2）的抑制剂，可用于预防和/或治疗由EZH2介导的相关疾病，包括肿瘤、骨髓增生性疾病或自身免疫疾病。
• Dual C(sp³ )−H Bond Functionalization of N-Heterocycles through Sequential Visible-Light Photocatalyzed Dehydrogenation/[2+2] Cycloaddition Reactions
  作者：Guo-Qiang Xu、Ji-Tao Xu、Zhi-Tao Feng、Hui Liang、Zhu-Yin Wang、Yong Qin、Peng-Fei Xu

  DOI：10.1002/anie.201710523

  日期：2018.4.23

  through a sequential visible‐light photocatalyzed dehydrogenation/[2+2] cycloaddition procedure. As a complementary approach to the well‐established use of iminium ion and α‐amino radical intermediates, the elusive cyclic enamine intermediates were effectively generated by photoredox catalysis under mild conditions and efficiently captured by acetylene esters to form a wide array of bicyclic amino acid

  在这里，我们描述了一种温和的方法，用于通过顺序可见光光催化脱氢/ [2 + 2]环加成程序对饱和含氮杂环进行双C（sp 3）-H键官能化。作为完善使用亚胺离子和α-氨基自由基中间体的一种补充方法，难以捉摸的环状烯胺中间体是在温和条件下通过光催化氧化有效产生的，并被乙炔酯有效捕获，从而形成多种双环氨基酸衍生物，从而使两个邻位C（sp 3）-H键同时功能化。
• Potent 3-spiropiperidine growth hormone secretagogues
  作者：Lihu Yang、Greg Morriello、Kristine Prendergast、Kang Cheng、Tom Jacks、Wanda W.-S Chan、Klaus D Schleim、Roy G Smith、Arthur A Patchett

  DOI：10.1016/s0960-894x(97)10199-8

  日期：1998.1

  Systematic SAR studies of the different regioisomers and homologues of the spiro(indane-1,4-piperidine) moiety in the growth hormone secretagogue L-162,752 are presented. Among them, spiro(3H-1-benzopyran-2,3-piperidine) was found to afford secretagogues with low nanomolar in vitro activity.

  提出了对生长激素促泌剂L-162,752中螺（茚满-1,4-哌啶）部分的不同区域异构体和同系物的系统SAR研究。其中，发现螺（3H-1-苯并吡喃-2,3-哌啶）可提供低纳摩尔体外活性的促分泌素。
• Transition-Metal-Free Selective C−H Benzylation of Tertiary Arylamines by a Dearomatization-Aromatization Sequence
  作者：Guo-Qiang Xu、Zhi-Tao Feng、Ji-Tao Xu、Zhu-Yin Wang、Yong Qin、Peng-Fei Xu

  DOI：10.1002/chem.201803211

  日期：2018.9.18

  multiple biologically active ingredients into a single molecule. Here, we report a general transition‐metal‐free selective C−H benzylation of tertiary arylamines in good to excellent yields with a broad substrate scope and high functional‐group tolerance under mild conditions. Besides arylamines, some other benzene derivatives also readily furnished the corresponding diaryl methane derivatives with this

  由于杂合系统在药物开发中的重要性，迫切需要将多种生物活性成分组装成一个分子。在这里，我们报道了叔芳基胺的一般无过渡金属的选择性CH苄基化，收率良好至优异，在较温和的条件下具有广泛的底物范围和较高的官能团耐受性。除了芳基胺，其他一些苯衍生物也很容易为该方案提供相应的二芳基甲烷衍生物。一系列的控制实验和理论计算表明，这种无过渡金属的反应是一个脱芳香化-芳香化过程。
• 一种六元环苄胺类化合物的合成方法
  申请人：上海泰坦科技股份有限公司

  公开号：CN114213255A

  公开（公告）日：2022-03-22

  本申请涉及有机物合成的领域，具体公开了一种六元环苄胺类化合物的合成方法，包括以下步骤：以化合物D、化合物E和叔丁醇钾为原料，以二甲基亚砜为溶剂，在5‑10℃反应1‑2h，再升温至20℃反应，反应结束后纯化分离，得到化合物A；以化合物A、碳酸钾和双氧水为原料，以二甲基亚砜为溶剂，在50‑65℃反应，反应结束后加冰水使产物析出，过滤洗涤，得到化合物B；将化合物B溶解于乙腈中，将pH调节至13‑14范围内，加入饱和次氯酸钠溶液进行反应，反应结束后纯化洗涤，得到化合物C。本申请具有改善六元环苄胺类化合物的合成工艺不适于投入工业化生产的缺陷的效果。