1-Boc-3-甲氧基羰基亚甲基氮杂丁烷 | 1105662-87-0

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 环烃
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环丁烷
• 中文名称: 1-Boc-3-甲氧基羰基亚甲基氮杂丁烷
• 中文别名: 1-BOC-3-甲氧甲酰基亚甲基氮杂环丁烷
• 英文名称: tert-butyl 3-(2-methoxy-2-oxoethylidene)azetidine-1-carboxylate
• 英文别名: tert‐butyl 3‐(2‐methoxy‐2‐oxoethylidene)azetidine‐1‐carboxylate
• CAS: 1105662-87-0
• 化学式: C₁₁H₁₇NO₄
• 分子量: 227.26
• InChiKey: DHTIDVBYPXKXSK-UHFFFAOYSA-N

物化性质

• 沸点：
  303.3±35.0 °C(Predicted)
• 密度：
  1.219±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Boc-3-methoxycarbonylmethylene-azetidine
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: 1-Boc-3-methoxycarbonylmethylene-azetidine
CAS number: 1105662-87-0

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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: C11H17NO4
Molecular weight: 227.3

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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：

  1-Boc-3-甲氧基羰基亚甲基氮杂丁烷 在 2-甲基-2-丁醇 、 chlorobis(cyclooctene)rhodium(I) dimer 、 1,3-bis(bis(4-(trifluoromethyl)phenyl)phosphino)propane 、 三氟乙酸 、 sodium t-butanolate 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 1-methyl-4-phenyl-3-pyrrolin-2-one
  参考文献：
  名称：

  铑催化2-（氮杂环丁烷-3-亚烷基）乙酸盐和类似物的CC键断裂/偶联†

  摘要：

  通过“共轭加成/β-C裂解/质子化”策略研究了2-（氮杂环丁烷-3-亚烷基）乙酸酯与铑配合物催化的芳基硼酸的CC键裂解/偶联。

  DOI：

  10.1039/c9cc06446j
• 作为产物：
  描述：

  1-Boc-3-氮杂环丁酮 、 甲氧羰基亚甲基三苯基正膦 以 二氯甲烷 为溶剂， 反应 6.0h， 以92%的产率得到1-Boc-3-甲氧基羰基亚甲基氮杂丁烷
  参考文献：
  名称：

  含氧杂环丁烷/氮杂环丁烷的螺环的合成

  摘要：

  氧杂环丁烷-苯并吡喃螺环是通过钯催化的环化-偶联偶合级联反应合成的，而氧杂环丁烷/氮杂环丁烷-吡咯烷基异吲哚酮螺环是通过银催化的1,3-偶极环加成反应合成的，然后是钯催化的羰基化-胺化工艺。

  DOI：

  10.1016/j.tetlet.2019.03.042

文献信息

• [EN] ANTIVIRAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIVIRAUX
  申请人：ALIOS BIOPHARMA INC

  公开号：WO2015026792A1

  公开（公告）日：2015-02-26

  Disclosed herein are new antiviral compounds, together with pharmaceutical compositions that include one or more antiviral compounds, and methods of synthesizing the same. Also disclosed herein are methods of ameliorating and/or treating a paramyxovirus viral infection with one or more small molecule compounds. Examples of paramyxovirus infection include an infection caused by human respiratory syncytial virus (RSV).

  本文披露了新的抗病毒化合物，以及包括一种或多种抗病毒化合物的药物组合物，以及合成这些化合物的方法。本文还披露了使用一种或多种小分子化合物改善和/或治疗副粘病毒病毒感染的方法。副粘病毒感染的例子包括由人类呼吸道合胞病毒（RSV）引起的感染。
• Furo-3-carboxamide derivatives and methods of use
  申请人：AbbVie Inc.

  公开号：US09777020B2

  公开（公告）日：2017-10-03

  Compounds of formula (I) and pharmaceutically acceptable salts, esters, amides, or radiolabelled forms thereof, wherein R1, Z1, Z2, and n are as defined in the specification, are useful in treating conditions or disorders prevented by or ameliorated by Tropomysin receptor kinases (Trk). Methods for making the compounds are disclosed. Also disclosed are pharmaceutical compositions of compounds of formula (I), and methods for using such compounds and compositions.

  式(I)的化合物及其药学上可接受的盐、酯、酰胺或放射标记形式，在该式中R1、Z1、Z2和n如规范中所定义，可用于治疗由Tropomysin受体激酶(Trk)预防或改善的症状或疾病。公开了制备这些化合物的方法。还公开了式(I)化合物的药物组合物，以及使用这些化合物和组合物的方法。
• Synthesis of 6-Azaspiro[4.3]alkanes: Innovative Scaffolds for Drug Discovery
  作者：Bohdan A. Chalyk、Andrei A. Isakov、Maryna V. Butko、Kateryna V. Hrebeniuk、Olena V. Savych、Olexandr V. Kucher、Konstantin S. Gavrilenko、Tetiana V. Druzhenko、Vladimir S. Yarmolchuk、Sergey Zozulya、Pavel K. Mykhailiuk

  DOI：10.1002/ejoc.201700536

  日期：2017.8.24

  New scaffolds for drug discovery, 6-azaspiro[4.3]alkanes, have been synthesized in two steps from four-membered-ring ketones: cyclobutanone, thienone, N-Boc-azetidinone (Boc = tert-butoxycarbonyl), etc. The key transformation was the reaction between electron-deficient exocyclic alkenes and an in-situ generated N-benzylazomethine ylide.

  用于药物发现的新支架，6-氮杂螺[4.3]烷烃，由四元环酮分两步合成：环丁酮、噻吩酮、N-Boc-氮杂环丁酮（Boc = 叔丁氧基羰基）等。 关键转化是缺电子环外烯烃与原位生成的 N-苄基偶氮甲碱叶立德之间的反应。
• Synthesis of oxetane/azetidine containing spirocycles
  作者：Rosalie Hamill、Benjamin Jones、Christopher M. Pask、Visuvanathar Sridharan

  DOI：10.1016/j.tetlet.2019.03.042

  日期：2019.4

  Oxetane-benzopyran spirocycles were synthesised via a palladium catalysed cyclisation-cross coupling cascade reaction whilst oxetane/azetidine-pyrrolidino isoindolone spirocycles were synthesised via a silver catalysed 1,3-dipolar cycloaddition reaction followed by a palladium catalysed carbonylation-amination process.

  氧杂环丁烷-苯并吡喃螺环是通过钯催化的环化-偶联偶合级联反应合成的，而氧杂环丁烷/氮杂环丁烷-吡咯烷基异吲哚酮螺环是通过银催化的1,3-偶极环加成反应合成的，然后是钯催化的羰基化-胺化工艺。
• Photoinduced Hydrocarboxylation via Thiol-Catalyzed Delivery of Formate Across Activated Alkenes
  作者：Sara N. Alektiar、Zachary K. Wickens

  DOI：10.1021/jacs.1c07562

  日期：2021.8.25

  Herein we disclose a new photochemical process to prepare carboxylic acids from formate salts and alkenes. This redox-neutral hydrocarboxylation proceeds in high yields across diverse functionalized alkene substrates with excellent regioselectivity. This operationally simple procedure can be readily scaled in batch at low photocatalyst loading (0.01% photocatalyst). Furthermore, this new reaction can

  在此，我们公开了一种从甲酸盐和烯烃制备羧酸的新光化学方法。这种氧化还原中性的加氢羧化反应在多种功能化烯烃底物上以高产率进行，具有优异的区域选择性。这种操作简单的程序可以很容易地在低光催化剂负载（0.01% 光催化剂）下批量缩放。此外，这种新反应可以利用市售的甲酸盐碳同位素来直接合成同位素标记的羧酸。机理研究支持涉及硫醇催化自由基链过程的工作模型，其中来自甲酸盐的原子通过CO 2 •–作为关键的反应中间体传递穿过烯烃底物。