4-氨基-2-[(叔丁氧羰基)氨基]-4-氧代丁酸 | 142847-17-4

• 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: 4-氨基-2-[(叔丁氧羰基)氨基]-4-氧代丁酸
• 中文别名: BOC-DL-天冬酰胺；Boc-DL-天冬酰胺
• 英文名称: 4-amino-2-(tert-butoxycarbonylamino)-4-oxo-butanoic acid
• 英文别名: Nα-1,1-dimethylethoxycarbonylasparagine；4-Amino-2-[(tert-butoxycarbonyl)amino]-4-oxobutanoic acid；4-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoic acid
• CAS: 142847-17-4
• 化学式: C₉H₁₆N₂O₅
• mdl: MFCD00068248
• 分子量: 232.236
• InChiKey: FYYSQDHBALBGHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  119
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2924199090

SDS

Name:	4-Amino-2-[(tert-butoxycarbonyl)amino]-4-oxobutanoic acid 97% Material Safety Data Sheet
Synonym:	t-Butoxycarbonyl apsargin
CAS:	142847-17-4

Section 1 - Chemical Product MSDS Name:4-Amino-2-[(tert-butoxycarbonyl)amino]-4-oxobutanoic acid 97% Material Safety Data Sheet
Synonym:t-Butoxycarbonyl apsargin

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
142847-17-4	4-Amino-2-[(tert-butoxycarbonyl)amino]	97%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 142847-17-4: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 179 - 182 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H16N2O5
Molecular Weight: 232

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents, acids, bases, acid chlorides.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 142847-17-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Amino-2-[(tert-butoxycarbonyl)amino]-4-oxobutanoic acid - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 142847-17-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 142847-17-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 142847-17-4 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-氨基-2-[(叔丁氧羰基)氨基]-4-氧代丁酸 以 水 、 乙酸乙酯 、 乙腈 为溶剂， 反应 2.0h， 以69%的产率得到3-amino-2-(tert-butoxycarbonylamino)propanoic acid
  参考文献：
  名称：

  3-氨基-2,3-二氢吡啶-4-酮和相关的杂环类似物的合成作为基于机理的BioA的一种抑制剂，一种依赖于磷酸的乙二醛磷酸盐酶。

  摘要：

  氨苄菌素（ACM）是一种化学不稳定的抗生素，由于对BioA（吡咯醛5'-磷酸（PLP）依赖性氨基转移酶）的基于机制的抑制作用，因此具有对结核分枝杆菌（Mtb）的选择性活性。第一代ACM类似物二氢-2-吡啶酮1维持相似的生物激活机制，包括PLP辅因子的共价标记。为了改进1，我们报告了二氢-4-吡喃酮2，二氢-4-吡啶酮3和二氢-4-硫代吡喃酮13的合成，它们的合理设计可通过降低p K a来提高酶的失活速率。他们的α-质子。我们采用了统一的合成策略来构建所需的具有α-氨基炔酮生成能力的杂环，然后进行6-endo-dig环化反应。然而，竞争性的5-exo-dig环化，乙炔的β-消除以及所得的α-氨基羰基的二聚化都使二氢-4-吡喃酮和二氢-4-吡啶酮支架的合成变得复杂。通过在3的组装中对β-氨基的Teoc保护和在2的合成中对α-氨基的Boc-MOM保护，克服了这些障碍，使得从市售开始的七个步骤中可

  DOI：

  10.1021/acs.joc.7b00847
• 作为产物：
  描述：

  BOC-甘氨酸 、 2-碘乙酰胺 在 lithium diisopropyl amide 作用下， 生成 4-氨基-2-[(叔丁氧羰基)氨基]-4-氧代丁酸
  参考文献：
  名称：

  由Boc-甘氨酸直接合成Boc保护的（D，L）-氨基酸

  摘要：

  Boc-甘氨酸很容易被二异丙基氨基化锂去质子化，生成三阴离子，该三阴离子被亲电试剂捕获，从而可以得到Boc-（D，L）-氨基酸。

  DOI：

  10.1016/s0040-4039(00)79015-0

文献信息

• [EN] ASPARAGINE DERIVATIVES AND METHODS OF USING SAME<br/>[FR] DÉRIVÉS D'ASPARAGINE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：SENDA BIOSCIENCES INC

  公开号：WO2021252640A1

  公开（公告）日：2021-12-16

  The present disclosure relates to compounds of formulas (A) and (I), pharmaceutically acceptable salts thereof, and solvates of any of the foregoing, pharmaceutical compositions comprising the same, methods of preparing the same, intermediate compounds useful for preparing the same, and methods for treating or prophylaxis of diseases, in particular cancer, such as colorectal cancer, using the same.

  本公开涉及式（A）和（I）的化合物，其药学上可接受的盐，以及任何上述化合物的溶剂化合物，包括相同的药物组合物，制备相同的方法，用于制备相同的中间化合物，以及使用相同的方法治疗或预防疾病，特别是癌症，如结直肠癌。
• [EN] SMALL MOLECULES AGAINST CEREBLON TO ENHANCE EFFECTOR T CELL FUNCTION<br/>[FR] PETITES MOLÉCULES DIRIGÉES CONTRE LE CÉRÉBLON POUR AMÉLIORER LA FONCTION DES LYMPHOCYTES T EFFECTEURS
  申请人：H LEE MOFFITT CANCER CENTER & RES INST INC

  公开号：WO2017161119A1

  公开（公告）日：2017-09-21

  Disclosed are small molecules against cereblon to enhance effector T cell function. Methodos of making thes molecules and methods of using them to treat various disease states are also disclosed.

  披露了针对小脑蛋白以增强效应T细胞功能的小分子。还披露了制造这些分子的方法以及使用它们治疗各种疾病状态的方法。
• COMPOUNDS TARGETING PROTEINS, COMPOSITIONS, METHODS, AND USES THEREOF
  申请人：BioTheryX, Inc.

  公开号：US20180170948A1

  公开（公告）日：2018-06-21

  The present invention provides compounds that modulate protein function, to restore protein homeostasis, including cytokine, CK1α, GSPT1, aiolos, and/or ikaros activity, and cell-cell adhesion. The invention provides methods of modulating protein-mediated diseases, such as cytokine-mediated diseases, disorders, conditions, or responses. Compositions, including in combination with other cytokine and inflammatory mediators, are provided. Methods of treatment, amelioration, or prevention of diseases, disorders, or conditions associated with a protein, such as diseases, disorders, and conditions associated with cytokines, including inflammation, fibromyalgia, rheumatoid arthritis, osteoarthritis, ankylosing spondylitis, psoriasis, psoriatic arthritis, inflammatory bowel diseases, Crohn's disease, ulcerative colitis, uveitis, inflammatory lung diseases, chronic obstructive pulmonary disease, Alzheimer's disease, and cancer, are provided.

  本发明提供了调节蛋白功能的化合物，以恢复蛋白稳态，包括细胞因子、CK1α、GSPT1、艾奥洛斯和/或伊卡洛斯活性和细胞间粘附。该发明提供了一种调节蛋白介导的疾病的方法，如细胞因子介导的疾病、障碍、状况或反应。提供了包括与其他细胞因子和炎症介质结合的组合物。提供了治疗、改善或预防与蛋白相关的疾病、障碍或状况的方法，包括与细胞因子相关的疾病、障碍和状况，包括炎症、纤维肌痛、类风湿性关节炎、骨关节炎、强直性脊柱炎、银屑病、银屑病关节炎、炎症性肠病、克罗恩病、溃疡性结肠炎、葡萄膜炎、炎症性肺病、慢性阻塞性肺病、阿尔茨海默病和癌症。
• [EN] ETHER COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS D'ÉTHER ET LEURS UTILISATIONS
  申请人：BIOTHERYX INC

  公开号：WO2019040274A1

  公开（公告）日：2019-02-28

  The present invention provides compounds that modulate protein function, to restore protein homeostasis and/or cell-cell adhesion. The invention provides methods of modulating protein-mediated diseases, such as cytokine-mediated diseases, disorders, conditions, or responses. Compositions of these compounds are also provided. Methods of treatment, amelioration, or prevention of protein-mediated diseases, disorders, and conditions are also provided.

  本发明提供了调节蛋白功能的化合物，以恢复蛋白稳态和/或细胞间粘附。该发明提供了调节蛋白介导疾病的方法，如细胞因子介导的疾病、紊乱、状况或反应。还提供了这些化合物的组合物。还提供了治疗、改善或预防蛋白介导的疾病、紊乱和状况的方法。
• Photoredox‐Mediated Reaction of <i>gem</i> ‐Diborylalkenes: Reactivity Toward Diverse 1,1‐Bisborylalkanes
  作者：Nivesh Kumar、Nadim Eghbarieh、Tamar Stein、Alexander I. Shames、Ahmad Masarwa

  DOI：10.1002/chem.202000603

  日期：2020.4.24

  The use of gem-diborylalkenes as radical-reactive groups is explored for the first time. These reactions provide an efficient and general method for the photochemical conversion of gem-diborylalkenes to rapidly access 1,1-bisborylalkanes. This method exploits a novel photoredox decarboxylative radical addition to gem-diborylalkenes to afford α-gem-diboryl carbon-centered radicals, which benefit from

  首次探索了将宝石-二硼烷基烯烃用作自由基反应基团。这些反应提供了一种有效且通用的方法，用于宝石-二硼烷基烯烃的光化学转化，以快速获得1,1-双硼烷基烷烃。该方法利用了一种新的光氧化还原脱羧基团加到宝石-二硼烷基烯烃上，得到α-宝石-二硼基碳中心自由基，该自由基由于与硼上的空p-轨道相互作用而得益于额外的稳定性。该反应为γ-氨基宝石-二硼烷基烷烃提供了高度模块化和区域选择性的方法。此外，EPR光谱和DFT计算分别提供了对光化学反应和双金属化自由基稳定性的潜在自由基机理的了解。