N-[4-三氟甲基嘧啶-2-基]乙二胺 | 56267-47-1

• 物质功能分类: 医药中间体 - 杂环化合物 - 嘧啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: N-[4-三氟甲基嘧啶-2-基]乙二胺
• 英文名称: tert-butyl furan-2-ylcarbamate
• 英文别名: furan-2-ylcarbamic acid tert-butyl ester；2-tert-butoxycarbonylamino-furan；N-(furan-2-yl)carbamic acid tert-butyl ester；Tert-butyl n-(2-furyl)carbamate；tert-butyl N-(furan-2-yl)carbamate
• CAS: 56267-47-1
• 化学式: C₉H₁₃NO₃
• mdl: MFCD02682023
• 分子量: 183.207
• InChiKey: QUPYDDORIVFDHP-UHFFFAOYSA-N

物化性质

• 熔点：
  98 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.444
• 拓扑面积：
  51.5
• 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
• 安全说明：
  S24/25,S26,S36/37,S45
• 危险类别码：
  R36,R25,R43,R24/25
• 海关编码：
  2932190090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319
• 储存条件：
  2-8°C，保持干燥环境。

SDS

Name:	tert-Butyl n-(2-furyl)carbamate 97% Material Safety Data Sheet
Synonym:	Furan-2-yl-carbamic acid tert-butyl este
CAS:	56267-47-1

Section 1 - Chemical Product MSDS Name:tert-Butyl n-(2-furyl)carbamate 97% Material Safety Data Sheet
Synonym:Furan-2-yl-carbamic acid tert-butyl este

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
56267-47-1	tert-Butyl N-(2-furyl)carbamate	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# 56267-47-1: 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: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H13NO3
Molecular Weight: 183

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Acids, strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide, acrid smoke and fumes, ammonia.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 56267-47-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
tert-Butyl N-(2-furyl)carbamate - 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# 56267-47-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 56267-47-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 56267-47-1 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：

  N-[4-三氟甲基嘧啶-2-基]乙二胺 在 四(三苯基膦)钯 、 sodium hydride 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 100.0 ℃ 、1.72 MPa 条件下， 反应 19.0h， 生成 tert-butyl N-[2-(methylcarboxy)-2-propenyl]-N-(2-furyl)carbamate
  参考文献：
  名称：

  顺序氨二烯Diels-Alder方法对Ergoline骨架的影响

  摘要：

  通过氨基二烯Diels-Alder反应的新序列，数个取代的酰胺基呋喃易于以高收率转化为三环酮。三环酮系统的形成是酰胺基呋喃的分子内Diels-Alder环加成反应形成的瞬态氧双环加合物的开环和脱水的结果，酰胺基呋喃与环己烯酮部分拴在一起，使其以2π组分的形式参与环加成反应。构造环己烯酮的简便方法是利用Rawal开发的某些氨基二烯化学方法。为了使烯烃活化与拉瓦尔的二烯进行环加成反应，需要有角碳甲氧基基团。13）。通过三氟甲磺酸酐和碱的作用，容易形成的科恩菲尔德酮类似物25易于转化为相应的三氟甲磺酸酯41。将三氟甲磺酸乙烯酯41氧化添加到Pd（0）中，以及所得乙烯基钯物种与末端炔烃交叉偶联的能力促使我们设计了一种快速的途径来制备麦角酸。不幸的是，我们不能使用三氟甲磺酸乙烯酯41和亚甲基氨基丙烯酸丙烯酸酯48进行区域选择性的Heck反应，阻碍了麦角酸的合成。

  DOI：

  10.1021/jo0508797
• 作为产物：
  描述：

  在 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以51%的产率得到N-[4-三氟甲基嘧啶-2-基]乙二胺
  参考文献：
  名称：

  Base-Mediated Intramolecular Decarboxylative Synthesis of Alkylamines from Alkanoyloxycarbamates

  摘要：

  A general and effective method for the synthesis of alkylamine via intramolecular decarboxylation of alkanoyloxycarbamates is described. The alkanoyloxycarbamates are readily prepared with alkyl carboxylic acids and hydroxylamine. The reaction shows a broad range of substrates (primary and secondary alkyl) with functional tolerance, and the corresponding products were obtained in good yields under mild conditions.

  DOI：

  10.1021/acs.joc.8b00970

文献信息

• Total Synthesis of (−)-Himalensine A
  作者：Heyao Shi、Iacovos N. Michaelides、Benjamin Darses、Pavol Jakubec、Quynh Nhu N. Nguyen、Robert S. Paton、Darren J. Dixon

  DOI：10.1021/jacs.7b10956

  日期：2017.12.13

  The first enantioselective synthesis of (−)-himalensine A has been achieved in 22 steps. The synthesis was enabled by a novel catalytic, enantioselective prototropic shift/furan Diels–Alder (IMDAF) cascade to construct the ACD tricyclic core. A reductive radical cyclization cascade was utilized to build the B ring, and end-game manipulations featuring a molecular oxygen mediated γ-CH oxidation, a Stetter

  （-）-半胱氨酸A的第一个对映选择性合成已通过22个步骤完成。新型催化，对映选择性的质子转移/呋喃迪尔斯-阿尔德（IMDAF）级联反应能够合成ACD三环核。利用还原性自由基环化级联反应构建B环，最终的操作以分子氧介导的γ-CH氧化，Stetter环化以接触环戊烯酮侧基以及高度化学选择性的内酰胺还原为天然产物目标。
• PIPERIDINE DERIVATIVE, LIQUID CRYSTAL COMPOSITION AND LIQUID CRYSTAL DISPLAY DEVICE
  申请人：JNC CORPORATION

  公开号：US20160039758A1

  公开（公告）日：2016-02-11

  To provide a liquid crystal composition containing a compound that is effective in preventing photolysis of the liquid crystal composition, and has high solubility in the liquid crystal composition, and to provide a liquid crystal display device including the composition. The liquid crystal composition contains a compound represented by formula (1), and a liquid crystal display device uses the composition: in which, in formula (1), R 1 to R 8 are hydrogen or alkyl having 1 to 4 carbons; ring A 1 and ring A 2 are cyclohexylene, phenylene, naphthalenediyl or the like; Z 1 , Z 2 and Z 3 are a single bond or the like; and a and b are independently 1 or 2, and c is 0, 1 or 2.

  为了提供一种液晶组合物，其中包含一种化合物，该化合物有效地防止液晶组合物的光解，并且在该液晶组合物中具有高溶解度，以及提供一种包含该组合物的液晶显示器。该液晶组合物包含由公式(1)表示的化合物，而液晶显示器使用该组合物：在公式(1)中，R1至R8是氢或具有1至4个碳原子的烷基；环A1和环A2是环己烯基、苯基、萘基等；Z1、Z2和Z3是单键等；a和b独立地为1或2，而c为0、1或2。
• Stereoselective reductions of N-Boc-hexahydro-1H-indolin-5(6H)-ones
  作者：Michael A. Brodney、Marcus L. Cole、Jamie A. Freemont、Stella Kyi、Peter C. Junk、Albert Padwa、Andrew G. Riches、John H. Ryan

  DOI：10.1016/j.tetlet.2007.01.078

  日期：2007.3

  stereoselectivity of reduction of the enamide moiety of N-Boc-hexahydro-1H-indolin-5(6H)-ones. Under ionic reduction conditions (triethylsilane/trifluoroacetic acid) the enamide group of 3a-methyl-N-Boc-hexahydro-1H-indolin-5(6H)-one was reduced to afford exclusively a cis ring-fused product. For the 3a-phenyl substituted analogue more forcing conditions (sodium cyanoborohydride at pH 2–2.5) were required

  我们报告了3a-甲基和3a-苯基取代基对N -Boc-hexahydro-1 H -indolin-5（6 H）-ones的酰胺部分还原的化学选择性和立体选择性的发散作用。在离子还原条件下（三乙基硅烷/三氟乙酸），将3a-甲基-N - Boc-六氢-1 H-吲哚5-5 （6 H）-one的烯酰胺基还原，仅得到顺式环稠合产物。对于3a-苯基取代的类似物，需要更强力的条件（pH 2-2.5的氰基硼氢化钠），并导致烯酰胺基团的选择性还原，从而得到反式环稠合的产物以及酮基的还原。
• A microwave assisted intramolecular-furan-Diels–Alder approach to 4-substituted indoles
  作者：Filip Petronijevic、Cody Timmons、Anthony Cuzzupe、Peter Wipf

  DOI：10.1039/b816989f

  日期：——

  The key steps of a versatile new protocol for the convergent synthesis of 3,4-disubstituted indoles are the addition of an alpha-lithiated alkylaminofuran to a carbonyl compound, a microwave-accelerated intramolecular Diels-Alder cycloaddition and an in situ double aromatization reaction.

  3,4-二取代吲哚收敛合成的多功能新协议的关键步骤是将 α-锂化烷基氨基呋喃添加到羰基化合物、微波加速的分子内 Diels-Alder 环加成和原位双芳构化反应。
• New methodology for the synthesis of tetrahydrofuro[3,2-b]furan-2(3H)-one derivatives, synthons of natural products with biological interest
  作者：Ángel M. Montaña、Joan A. Barcia、Pedro M. Grima、Gabriele Kociok-Köhn

  DOI：10.1016/j.tet.2016.09.004

  日期：2016.10

  the desired furofuranones with high regio- and stereoselectivity. The new synthetic method is simple, straightforward and versatile, because a wide variety of furofuranones, and with wide molecular diversity, may be prepared by adequately designing the substituents of starting materials. The resulting furofuranones may be potentially derivatized to generate chemical libraries of high molecular diversity

  提出了一种以区域和立体选择性方式合成四氢呋喃[3,2-b]呋喃-2（3 H）-一种存在于植物，真菌，藻类，昆虫和其他生物中的多种天然产物中的结构亚基。这种次生代谢产物具有重要的生物学特性，并且在不同的治疗领域显示出非常高的活性。该方法包括由相应的二卤代酮原位生成的高度取代的2-氧基烯丙基阳离子与2-官能化的呋喃（在我们的情况下为2-NHBoc-呋喃）反应。这是一锅反应，可提供所需的呋喃并呋喃酮，具有较高的区域选择性和立体选择性。这种新的合成方法简单，直接和通用，因为可以通过适当设计原料的取代基来制备各种各样的呋喃呋喃酮并具有广泛的分子多样性。