BOC-乙酰氨基异戊酸 | 33300-72-0

• 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: BOC-乙酰氨基异戊酸
• 中文别名: Boc-L-丙氨酰-L-脯氨酸
• 英文名称: N-tert-butoxycarbonyl-L-alanyl-L-proline
• 英文别名: Boc-Ala-Pro-OH；Boc-L-Ala-L-Pro-OH；N-Boc-Ala-Pro-OH；N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl-L-proline；(2S)-1-[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]pyrrolidine-2-carboxylic acid
• CAS: 33300-72-0
• 化学式: C₁₃H₂₂N₂O₅
• 分子量: 286.328
• InChiKey: QGJDXUIYIUGQGO-IUCAKERBSA-N

物化性质

• 熔点：
  156-157 °C
• 沸点：
  491.5±40.0 °C(Predicted)
• 密度：
  1.218±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  95.9
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  储存条件：2-8℃，请干燥密封保存。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Boc-Ala-Pro-OH
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: Boc-Ala-Pro-OH
CAS number: 33300-72-0

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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, 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: C13H22N2O5
Molecular weight: 286.3

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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：

  BOC-乙酰氨基异戊酸 在 苯甲醚 、 三氟乙酸 作用下， 生成 L-丙氨酰基-L-脯氨酸
  参考文献：
  名称：

  N in -Diphenylphosphinothioyltryptophan，N，是通过甲磺酸-硫代苯甲醚体系和氟离子去保护方法合成肽的有用衍生物

  摘要：

  在所附的diphenylphosphinothioyl（PPT）组Ñ在色氨酸的功能可以被平稳地移除不仅由0.25中号在三氟乙酸甲磺酸-苯硫基甲烷，而且还通过四正丁基氟化铵三水合物二甲基甲酰胺而没有任何副反应; 这种新的Trp（Ppt）衍生物已成功地通过溶液法和固相法（使用氟离子脱保护法）成功地应用于缓激肽增强肽5a的合成。

  DOI：

  10.1039/c39880000287
• 作为产物：
  描述：

  L-脯氨酸苄酯盐酸盐 在 sodium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 BOC-乙酰氨基异戊酸
  参考文献：
  名称：

  二肽及其氨基酸的 N-溴代琥珀酰亚胺氧化：合成、动力学和机理研究

  摘要：

  通过经典的液相方法合成二肽 (DP)，即缬氨酰甘氨酸 (Val-Gly)、丙氨酰脯氨酸 (Ala-Pro) 和缬氨酰脯氨酸 (Val-Pro)，并对其进行表征。N-溴代琥珀酰亚胺 (NBS) 对氨基酸 (AA) 和 DP 的氧化动力学在 28°C 酸性介质中存在高氯酸根离子的情况下进行了研究。在 λmax = 240 nm 处用分光光度法跟踪反应。反应遵循相同的动力学，在 [NBS]、[AA] 和 [DP] 中均为一级反应。没有观察到对 [H+]、还原产物 [琥珀酰亚胺] 和离子强度的影响。研究了改变介质介电常数和添加阴离子（如氯离子和高氯酸根）的影响。已计算激活参数。反应的氧化产物被分离和表征。所提出的机制与实验结果一致。AA 和 DP 的氧化速率之间存在明显的相关性。© 2006 Wiley Periodicals, Inc. Int J Chem Kinet 38: 376–385,

  DOI：

  10.1002/kin.20161

文献信息

• [EN] STAT DEGRADERS AND USES THEREOF<br/>[FR] AGENTS DE DÉGRADATION DE STAT ET LEURS UTILISATIONS
  申请人：KYMERA THERAPEUTICS INC

  公开号：WO2021188696A1

  公开（公告）日：2021-09-23

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用相同的方法。
• Total Synthesis of the Cyclic Dodecapeptides Wewakazole and Wewakazole B
  作者：Martyn Inman、Hannah L. Dexter、Christopher J. Moody

  DOI：10.1021/acs.orglett.7b01393

  日期：2017.7.7

  tetrapeptide units, followed by peptide coupling and macrocyclization. The three oxazole amino acid fragments are readily accessible by rhodium(II)-catalyzed amide N–H insertion of diazocarbonyl compounds, or by the cycloaddition of rhodium carbenoids with nitriles.

  环状十二肽wewakazole和wewakazole B通过不同的策略，通过常见的含有tris-脯氨酸的恶唑八肽和两个单独的bis-恶唑的四肽单元合成，然后进行肽偶联和大环化。这三个恶唑氨基酸片段可通过重氮羰基化合物的铑（II）催化的酰胺N–H插入，或铑类化合物与腈的环加成而容易地获得。
• Synthesis and Biological Activity of Peptide Derivatives of Iodoquinazolinones/Nitroimidazoles
  作者：Rajiv Dahiya、Anil Kumar、Rakesh Yadav

  DOI：10.3390/molecules13040958

  日期：——

  to afford the corresponding acid derivatives 5ba-da and 6ea-ga. All peptide derivatives were assayed for antimicrobial and anthelmintic activities against eight pathogenic microbes and three earthworm species. Among the tested compounds, 5e, 5d, 6e and their hydrolyzed analogs 5da and 6ea exhibited higher antimicrobial activity against Pseudomonas aeruginosa, Klebsiella pneumoniae and Candida albicans

  通过 6-iodo-2-methylbenzoxazin-4-one/5-nitroimidazole 与 5-aminosalicylic acid (5-ASA) 的反应合成了两个取代的喹唑啉基/咪唑基-水杨酸 5、6。将化合物 5 和 6 与不同的氨基酸酯盐酸盐、二肽和三肽甲酯偶联产生新型喹唑啉/咪唑肽衍生物 5a-f 和 6a-g。所有新合成化合物的化学结构均通过 FT-IR、1H-和 13C-NMR、MS 和元素分析证实。通过使用氢氧化锂 (LiOH) 进一步水解选定的肽酯衍生物，得到相应的酸衍生物 5ba-da 和 6ea-ga。测定了所有肽衍生物对八种病原微生物和三种蚯蚓的抗菌和驱虫活性。在测试化合物中，5e、5d、6e 及其水解类似物 5da 和 6ea 对铜绿假单胞菌、肺炎克雷伯菌和白色念珠菌表现出更高的抗菌活性，5a、6g 和 6ga 对皮肤癣菌须癣毛癣菌和小孢子菌显示出更好的抗真菌活性。此外，6f
• Light‐Driven Carbene Catalysis for the Synthesis of Aliphatic and α‐Amino Ketones
  作者：Anna V. Bay、Keegan P. Fitzpatrick、Gisela A. González‐Montiel、Abdikani Omar Farah、Paul Ha‐Yeon Cheong、Karl A. Scheidt

  DOI：10.1002/anie.202105354

  日期：2021.8.9

  Catalyst potential is harnessed in the visible-light driven generation of an acyl azolium radical species that undergoes selective coupling with various radical partners to afford diverse ketone products. This methodology is showcased in the direct late-stage functionalization of amino acids and pharmaceutical compounds, highlighting the utility of single-electron NHC operators.

  单电子N-杂环卡宾（NHC）催化最近因合成CC键而受到关注。在密度泛函理论和机理分析的指导下，我们报告了使用单电子 NHC 算子光驱动合成脂肪族酮和 α-氨基酮。计算和实验结果表明，关键自由基中间体的反应性依赖于底物，并且可以通过 NHC 的空间和电子参数进行调节。催化剂潜力被利用在可见光驱动的酰基唑鎓自由基物种的生成中，该自由基物种与各种自由基伙伴选择性偶联以提供多种酮产物。这种方法在氨基酸和药物化合物的直接后期功能化中得到了展示，突出了单电子 NHC 操作符的实用性。
• [EN] NA-ACYL DERIVATIVES OF AMINOACYL-2-CYANOPYRROLIDINE-INHIBITORS OF PROLYL ENDOPEPTIDASE AND DIPEPTIDYL PEPTIDASE-IV, HAVING HYPOGLYCEMIC, ANTIHYPOXIC, NEUROPROTECTIVE ACTION AND ACTION OF COGNITIVE FUNCTION IMPROVEMENT<br/>[FR] DÉRIVÉS NA-ACYLE D'AMINOACYL-2-CYANOPYRROLIDINE INHIBANT LA PROLYL ENDOPEPTIDASE ET LA DIPEPTIDYL PEPTIDASE-IV, PRÉSENTANT UNE ACTION HYPOGLYCÉMIQUE, ANTIHYPOXIQUE ET NEUROPROTECTRICE ET AMÉLIORANT LES FONCTIONS COGNITIVES
  申请人：DAPHOT ENTERPRAISES LTD

  公开号：WO2014054980A1

  公开（公告）日：2014-04-10

  The subject of the present invention is nα-acyl derivatives of aminoacyl-2-cyanopyrrolidine - inhibitors of prolyl endopeptidase and dipeptidyl peptidase-iv, having hypoglycemic, antihypoxic, neuroprotective action and action of cognitive function improvement.

  本发明的主题是氨酰基-2-氰基吡咯烷的nα-酰基衍生物 - 脯氨酸内切肽酶和二肽基肽酶-IV的抑制剂，具有降糖、抗缺氧、神经保护作用和改善认知功能的作用。