(2-氨基乙基)-苄基氨基甲酸叔丁酯 | 152193-00-5

• 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-氨基乙基)-苄基氨基甲酸叔丁酯
• 英文名称: N1-tert-butoxycarbonyl-N1-benzyl-1,2-ethanediamine
• 英文别名: tert-butyl N-(2-aminoethyl)-N-benzylcarbamate；tert-butyl (2-aminoethyl)(benzyl)carbamate；N1-benzyl-N1-Boc-ethane-1,2-diamine；(2-amino-ethyl)-benzyl-carbamic acid tert-butyl esterx；(2-amino-ethyl)-benzyl-carbamic acid tert-butyl ester；N-(tert-butoxycarbonyl)-N-benzyldiaminoethane
• CAS: 152193-00-5
• 化学式: C₁₄H₂₂N₂O₂
• 分子量: 250.341
• InChiKey: NFGJZHRLYRSRPU-UHFFFAOYSA-N

物化性质

• 沸点：
  362.3±31.0 °C(Predicted)
• 密度：
  1.061±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2924299090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (2-Aminoethyl)-benzyl carbamic acid tert-butyl ester
Synonyms: tert-Butyl (2-aminoethyl)benzylcarbamate

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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-Aminoethyl)-benzyl carbamic acid tert-butyl ester
CAS number: 152193-00-5

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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: C14H22N2O2
Molecular weight: 250.3

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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：

  (2-氨基乙基)-苄基氨基甲酸叔丁酯 在 MP-carbonate 、 三氟乙酸 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 反应 48.0h， 生成 N,4-dibenzyl-1-(2-cyclohexylacetyl)-3-oxopiperazine-2-carboxamide
  参考文献：
  名称：

  乙草酸乙酯与Ugi MCR的新应用

  摘要：

  This letter describes novel high-yielding solution phase preparations of 1,4-benzodiazepine-2,5-dione, diketopiperazine, ketopiperazine and dihydroquinoxalinone libraries via a UDC (Ugi/de-Boc/cyclization) strategy in combination with ethylglyoxalate. The methodology represents a 'three step, one-pot procedure', employing the Ugi multi-component reaction (MCR), followed by Boc deprotection and cyclization. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00960-0
• 作为产物：
  描述：

  N-苄基乙二胺 在 水 、 sodium carbonate 作用下， 以 异丙醇 为溶剂， 反应 0.5h， 生成 (2-氨基乙基)-苄基氨基甲酸叔丁酯
  参考文献：
  名称：

  在伯胺存在下对仲胺进行选择性烷基化和酰化的高效可扩展方法

  摘要：

  通过使用反应溶剂甲基异丁酮（MIBK）作为伯胺的临时保护基，可以在伯胺存在下对仲胺进行选择性取代。在仲胺被酰化或烷基化之后，所得的亚胺中间体被平滑地水解，从而以高收率和纯度产生了游离的伯胺。此过程代表了需要多种保护和解除保护功能的多步方法的廉价且可扩展的替代方案。

  DOI：

  10.1021/op049812w

文献信息

• Novel applications of convertible isonitriles for the synthesis of mono and bicyclic γ-lactams via a UDC strategy
  作者：Christopher Hulme、Liang Ma、Marie-Pierre Cherrier、Joseph J Romano、George Morton、Celine Duquenne、Joseph Salvino、Richard Labaudiniere

  DOI：10.1016/s0040-4039(00)00052-6

  日期：2000.3

  application of the so-called convertible isonitriles for the solution/solid phase generation of γ-lactam analogues. Use of tethered N-BOC aldehydes in the Ugi multi-component reaction (MCR), followed by BOC removal and base treatment (a ‘3-step, 1-pot procedure’) affords γ-lactams in good yield. The UDC (Ugi/De-BOC/Cyclize) strategy, coupled with a convertible isonitrile, is now feasible from all three

  该通信揭示了所谓的可转换异腈在γ-内酰胺类似物的溶液/固相生成中的新应用。在Ugi多组分反应（MCR）中使用拴系的N -BOC醛，然后进行BOC去除和碱处理（“ 3步1锅法”）可得到高收率的γ-内酰胺。UDC（Ugi / De-BOC /环化）策略与可转换的异腈结合，现在可以在Ugi产品的所有三个取代位点使用。还揭示了一种概念上新颖的方法，该方法将双功能前体与缩合后修饰相结合以产生稠合的内酰胺-酮哌嗪。
• Discovery of Highly Potent and Selective Inhibitors of Neuronal Nitric Oxide Synthase by Fragment Hopping
  作者：Haitao Ji、Huiying Li、Pavel Martásek、Linda J. Roman、Thomas L. Poulos、Richard B. Silverman

  DOI：10.1021/jm801220a

  日期：2009.2.12

  appropriate lipophilic fragments for lead optimization. More potent and selective inhibitors with better druglike properties were obtained within the design of 20 derivatives (compounds 7−26). Our structure-based inhibitor design for nNOS and SAR analysis reveal the robustness and efficiency of fragment hopping in lead discovery and structural optimization, which implicates a broad application of this

  选择性抑制神经元一氧化氮合酶 (nNOS) 已被证明可以预防脑损伤，并且对于治疗各种神经退行性疾病很重要。该研究表明，通过片段跳跃不仅可以获得更高的抑制效力和同工酶选择性，而且可以获得更多的药物特性。基于先导分子6的结构，片段跳跃有效地提取了 nNOS 活性位点中最少的药效成分，用于配体疏水和空间相互作用，并生成合适的亲脂性片段用于先导优化。在 20 种衍生物（化合物7 - 26）。我们用于 nNOS 和 SAR 分析的基于结构的抑制剂设计揭示了片段跳跃在先导发现和结构优化中的稳健性和效率，这意味着这种方法可以广泛应用于许多其他治疗靶点，而这些治疗靶点已知的药物样小分子调节剂仍然有限.
• Selective Monomethylation of Amines with Methanol as the C ₁ Source
  作者：Geunho Choi、Soon Hyeok Hong

  DOI：10.1002/anie.201801524

  日期：2018.5.22

  methanol as the methylating agent, which is a sustainable chemical feedstock. Kinetic control of the aliphatic amine monomethylation was achieved by using a readily available ruthenium catalyst at an adequate temperature under hydrogen pressure. Various substrates including bio‐related molecules and pharmaceuticals were selectively monomethylated, demonstrating the general utility of the developed method

  N-单甲基官能团是多种合成和天然化合物中的常见基序。然而，由于由过度甲基化引起的选择性问题，容易获得此类化合物仍然是有机合成中的基本挑战。为了解决这个问题，我们开发了一种方法，可以使用甲醇作为甲基化剂，对各种结构和功能多样的胺（包括通常存在问题的伯脂肪族伯胺）进行选择性催化单甲基化，这是一种可持续的化学原料。通过使用容易获得的钌催化剂在适当的温度和氢气压力下实现脂肪族胺单甲基化的动力学控制。各种底物（包括与生物有关的分子和药物）被选择性地单甲基化，
• SELECTIVELY SUBSTITUTED QUINOLINE COMPOUNDS
  申请人：EISAI R&D MANAGEMENT CO., LTD.

  公开号：US20150105370A1

  公开（公告）日：2015-04-16

  Embodiments of the disclosure relate to selectively substituted quinoline compounds that act as antagonists or inhibitors for Toll-like receptors 7 and/or 8, and their use in pharmaceutical compositions effective for treatment of systemic lupus erythematosus (SLE) and lupus nephritis.

  该公开的实施例涉及选择性替代喹啉化合物，其作为Toll样受体7和/或8的拮抗剂或抑制剂，并其在制药组合物中的使用，用于治疗系统性红斑狼疮（SLE）和狼疮性肾炎。
• Approaches to the synthesis of ureapeptoid peptidomimetics
  作者：John A.W. Kruijtzer、Dirk J. Lefeber、Rob M.J. Liskamp

  DOI：10.1016/s0040-4039(97)01166-0

  日期：1997.7

  ureapeptoid peptidomimetics can be composed from Boc-protected N-substituted ethylenediamines. The best approach is to synthesize these from chloroacetonitrile followed by conversion to the corresponding crystalline p-nitrophenyl carbamates in order to prepare the ureapeptoids.

  尿素肽类肽模拟物可由Boc保护的N-取代的乙二胺组成。最好的方法是由氯乙腈合成这些化合物，然后转化为相应的结晶对硝基苯基氨基甲酸酯，以制备脲类肽。