N-BOC-甘氨酸乙酯 | 14719-37-0

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 甘氨酸类衍生物
• 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-BOC-甘氨酸乙酯
• 中文别名: N-Boc-甘氨酸乙酯；N-叔丁氧羰基甘氨酸乙酯；BOC-甘氨酸乙酯
• 英文名称: ethyl 2-(tert-butoxycarbonylamino)acetate
• 英文别名: N-Boc glycine ethyl ester；N-tert-butoxycarbonylglycine ethyl ester；ethyl (tert-butoxycarbonyl)glycinate；(tert-butoxycarbonyl) glycine ethyl ester；N-tert-butyloxycarbonyl-glycine ethyl ester；Ethyl 2-((tert-butoxycarbonyl)amino)acetate；ethyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate
• CAS: 14719-37-0
• 化学式: C₉H₁₇NO₄
• mdl: MFCD05663720
• 分子量: 203.238
• InChiKey: CNIBHMMDDXGDNR-UHFFFAOYSA-N

物化性质

• 沸点：
  97°C/0.7mmHg(lit.)
• 密度：
  1.053±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2924199090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  存放于惰性气体中，避免与空气接触。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N-Boc-glycine ethyl ester
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-glycine ethyl ester
CAS number: 14719-37-0

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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: C9H17NO4
Molecular weight: 203.2

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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

制备方法与用途

甘氨酸乙酯（叔丁氧羰基）是甘氨酸（HY-Y0966）的衍生物。

反应信息

• 作为反应物：
  描述：

  N-BOC-甘氨酸乙酯 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 BOC-甘氨酸
  参考文献：
  名称：

  基于CYP53结合模型的新型抗真菌苯基吡啶衍生物的发现

  摘要：

  苯甲酸盐作为有毒中间体是由真菌细胞内代谢自然产生的，CYP53可以特异性转化底物。在研究中，我们构建了CYP53同源模型并分析了相应的活性区域。同时，通过分子对接和基于结构的药效团模型（SBP）来探索代表性CYP53抑制剂的结合模式。在此基础上，设计了一系列苯基吡啶类衍生物作为新型CYP53抑制剂，并对其分子结构进行了合成和评价。与阳性对照组相比，其抗真菌活性呈明显上升趋势。尤其是目标化合物( 13a, 15b ) 具有优异的抗病原真菌和耐药真菌的生物活性。体内和体外。初步作用机制证实，靶标化合物可抑制CYP53活性，阻断有毒中间体（苯甲酸盐）的代谢。这进一步通过线粒体去极化模式诱导活性氧（ROS）的积累，最终导致真菌溶解和死亡。综上所述，该研究提供了合理的计算模型，有效指导了新型CYP53抗真菌抑制剂的产生。

  DOI：

  10.1016/j.ejmech.2022.114676
• 作为产物：
  描述：

  2-(di-tert-butoxycarbonylamino)acetic acid ethyl ester 在 bismuth(III) bromide 、 水 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以82%的产率得到N-BOC-甘氨酸乙酯
  参考文献：
  名称：

  Efficient and selective cleavage of the t-butoxycarbonyl group from di-t-butylimidodicarbonate using catalytic bismuth(III) bromide in acetonitrile

  摘要：

  Di-t-butylimidodicarbonates can be chemoselectively and efficiently deprotected to the corresponding mono-BOC-protected amines in high yields using a catalytic amount of bismuth(III) bromide in acetonitrile at room temperature. This method is mild and compatible with the presence of a wide range of functional and other Protecting groups in the substrates, such as TBDMS, MOM and mono-BOC or Cbz-protected amines, etc. The method has advantages of ease of operation and use of nontoxic and inexpensive catalyst. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.104
• 作为试剂：
  描述：

  N-BOC-甘氨酸乙酯 、 1,1-双(碘甲基)环丙烷 在 N-BOC-甘氨酸乙酯 作用下， 以61的产率得到5-(tert-butyl) 6-ethyl 5-azaspiro[2.4]heptane-5,6-dicarboxylate
  参考文献：
  名称：

  [EN] SYNTHESIS OF ANTIVIRAL COMPOUND
  [FR] SYNTHÈSE DE COMPOSÉ ANTIVIRAL

  摘要：

  本公开提供了制备式I化合物的方法，该化合物可用作抗病毒剂。该公开还提供了化合物，这些化合物是式I化合物的合成中间体。

  公开号：

  WO2013184702A1

文献信息

• New reagent for the introduction of Boc protecting group to amines: Boc-OASUD
  作者：B. Leela Maheswara Rao、Shaik Nowshuddin、Anjali Jha、Murali K. Divi、M. N. A. Rao

  DOI：10.1080/00397911.2017.1366525

  日期：2017.11.17

  ABSTRACT A new reagent, tert-butyl (2,4-dioxo-3-azaspiro [5,5] undecan-3-yl) carbonate (Boc-OASUD) for the preparation of N-Boc-amino acids is described. The Boc-OASUD reacts with amino acids and their esters at room temperature in the presence of a base and gives N-Boc-amino acids and their esters in good yields and purity. Introduction of the Boc group takes place without racemization. The Boc-OASUD

  摘要描述了一种用于制备 N-Boc-氨基酸的新试剂叔丁基 (2,4-dioxo-3-azaspiro [5,5] undecan-3-yl) 碳酸酯 (Boc-OASUD)。Boc-OASUD 在室温下在碱存在下与氨基酸及其酯反应，并以良好的产率和纯度得到 N-Boc-氨基酸及其酯。Boc 基团的引入无需外消旋化。Boc-OASUD 是一种固体且更稳定，是二碳酸二叔丁酯的更好替代品，二碳酸二叔丁酯熔点低，由于稳定​​性差，必须在塑料容器中分配，而不是玻璃。图形概要
• IONIZABLE CATIONIC LIPID FOR RNA DELIVERY
  申请人：Arcturus Therapeutics, Inc.

  公开号：US20180169268A1

  公开（公告）日：2018-06-21

  What is described is a compound of formula I consisting of a compound in which R 1 is a branched chain alkyl consisting of 10 to 31 carbons; R 2 is a linear alkyl, alkenyl, or alkynyl consisting of 2 to 20 carbons; L 1 and L 2 are the same or different, each a linear alkylene of 1 to 20 carbons or a linear alkenylene of 2 to 20 carbons; X 1 is S or O; R 3 is a linear or branched alkylene consisting of 1 to 6 carbons; and R 4 and R 5 are the same or different, each a hydrogen or a linear or branched alkyl consisting of 1 to 6 carbons; or a pharmaceutically acceptable salt thereof.

  描述的是一种化合物，其化学式为I，包括以下成分： R1为由10至31个碳组成的支链烷基化合物； R2为由2至20个碳组成的直链烷基、烯基或炔基； L1和L2相同或不同，每个为由1至20个碳组成的直链烷基或由2至20个碳组成的直链烯基； X1为S或O； R3为由1至6个碳组成的直链或支链烷基； R4和R5相同或不同，每个为氢或由1至6个碳组成的直链或支链烷基；或其药用可接受盐。
• PYRROLO- AND THIAZOLO-PYRIDINE COMPOUNDS, AND METHODS OF USE THEREOF
  申请人：DENG Shaojiang

  公开号：US20080004309A1

  公开（公告）日：2008-01-03

  The present invention relates to novel compounds capable of modulating the stability and/or activity of hypoxia inducible factor (HIF).

  这项发明涉及一种能够调节缺氧诱导因子（HIF）稳定性和/或活性的新化合物。
• [EN] MEBENDAZOLE PRODRUGS WITH ENHANCED SOLUBILITY AND ORAL BIOAVAILABILITY<br/>[FR] PROMÉDICAMENTS DE MÉBENDAZOLE À SOLUBILITÉ ET BIODISPONIBILITÉ ORALE AMÉLIORÉES
  申请人：UNIV JOHNS HOPKINS

  公开号：WO2019157338A1

  公开（公告）日：2019-08-15

  Prodrugs of mebendazole and methods for their use in treating a disease, disorder, or disorder, including cancer, are disclosed.

  甲苯咪唑的前药及其在治疗疾病、紊乱或障碍，包括癌症中的使用方法被披露。
• TRICYCLIC PIPERAZINE DERIVATIVE
  申请人：Sunovion Pharmaceuticals Inc.

  公开号：US20160083391A1

  公开（公告）日：2016-03-24

  Disclosed are compounds useful as inhibitors of Phosphodiesterase 1 (PDE1), compositions thereof, and methods of using the same.

  揭示了作为磷酸二酯酶1（PDE1）抑制剂有用的化合物，以及它们的组合物和使用方法。