methyl 2-benzoylamino-3-dimethylaminopropenoate | 56952-04-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2-benzoylamino-3-dimethylaminopropenoate
• 英文别名: 2-benzoylamino-3-dimethylaminopropenoate；Methyl 2-benzoylamino-3-dimethylaminoacrylate；methyl 2-benzamido-3-(dimethylamino)prop-2-enoate
• CAS: 56952-04-6
• 化学式: C₁₃H₁₆N₂O₃
• 分子量: 248.282
• InChiKey: FVLTUIYGIXNEOM-UHFFFAOYSA-N

物化性质

• 熔点：
  172-175 °C
• 沸点：
  417.2±45.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  <p>遵照规定使用和储存，则不会分解。</p>

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 安全说明：
  S24/25
• 海关编码：
  2924299090
• 储存条件：
  存于阴凉干燥处

SDS

Name:	Methyl (z)-2-benzoylamino-3-dimethylaminopropenoate 98% Material Safety Data Sheet
Synonym:	Iodo-PDSMTSC-Iron (IV) complex; Selenosemicarbazid
CAS:	56952-04-6

Section 1 - Chemical Product MSDS Name:Methyl (z)-2-benzoylamino-3-dimethylaminopropenoate 98% Material Safety Data Sheet
Synonym:Iodo-PDSMTSC-Iron (IV) complex; Selenosemicarbazid

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
56952-04-6	Methyl(z)-2-benzoylamino-3-dimethylami	98	unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. May cause digestive tract disturbances. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. This material in sufficient quantity and reduced particle size is capable of creating a dust explosion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate 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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed.
Avoid ingestion and inhalation. Use with adequate ventilation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 56952-04-6: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: white
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 175-176 C
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: CH5N3Se
Molecular Weight: 138.01

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, strong oxidants.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Irritating and toxic fumes and gases.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 56952-04-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Methyl(z)-2-benzoylamino-3-dimethylaminopropenoate - 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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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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.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 56952-04-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 56952-04-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 56952-04-6 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：

  methyl 2-benzoylamino-3-dimethylaminopropenoate 在 乙酸铵 作用下， 以 乙醇 为溶剂， 以84%的产率得到methyl 2-N-benzoylamino-3-amino-2-propenoate
  参考文献：
  名称：

  使用催化不对称氢化方法高度对映选择性合成α，β-二氨基丙酸衍生物。

  摘要：

  Rh-DuPhos催化的α，β-二酰胺基丙烯酸酯的不对称氢化为手性α，β-二氨基丙酸衍生物提供了高效且对映选择性的途径。使用同位素富集的烯酰胺配合物以及磷和碳NMR研究了氢化机理。将α-N-苯甲酰基-β-N-乙酰基-二氨基丙酸甲酯加到溶剂化催化剂中，得到单一的1：1烯酰胺配合物，并证明了烯烃与α-酰胺羰基的结合。羧酸根和β-N-酰基不与金属结合。β-N-酰基基团的电子和位阻性质的变化具有良好的耐受性；然而，发现结合的α-N-酰基的微小变化会显着影响氢化产率。

  DOI：

  10.1021/jo001151n
• 作为产物：
  描述：

  马尿酸 、 N,N-二甲基甲酰胺二甲基缩醛 以 甲苯 为溶剂， 反应 4.0h， 以72%的产率得到methyl 2-benzoylamino-3-dimethylaminopropenoate
  参考文献：
  名称：

  Transformation of Amines and N-Heteroarylformamidines into Esters of Substituted b-Amino-a,b-dehydro-a-amino Acids

  摘要：

  DOI：

  10.3987/com-87-4418

文献信息

• 2-Benzoyl-2-ethoxycarbonylvinyl-1 and 2-benzoylamino-2-methoxy-carbonylvinyl-1 as<i>N</i>-protecting groups in peptide synthesis. Their application in the synthesis of dehydropeptide derivatives containing<i>N</i>-terminal 3-heteroarylamino-2,3-dehydroalanine
  作者：Jurij Svete、Mateja Aljaž-Rožič、Branko Stanovnik

  DOI：10.1002/jhet.5570340128

  日期：1997.1

  and 2-benzoylamino-2-methoxycarbonylvinyl groups in the peptide synthesis. Reactions of ethyl 2-benzoyl-3-dimethylaminopropenoate (6) with α-amino acids gave N-(2-benzoyl-2-ethoxycarbonylvinyl-1)-α-amino acids 13–19. These were coupled with various amino acid esters to form N-(2-benzoyl-2-ethoxycar-bonylvinyl-1)-protected dipeptide esters 20–31. The removal of 2-benzoyl-2-ethoxycarbonylvinyl-1 group

  2-苯甲酰基-3-二甲基氨基丙酸乙酯（6）和2-苯甲酰基氨基-3-二甲基氨基丙酸甲酯（46）被用作保护2-苯甲酰基-2-乙氧基羰基乙烯基-1和2-苯甲酰基氨基-2的氨基的试剂。肽合成中的-甲氧基羰基乙烯基。2-苯甲酰基-3-二甲基氨基丙酸乙酯（6）与α-氨基酸的反应得到N-（2-苯甲酰基-2-乙氧基羰基乙烯基-1）-α-氨基酸13-19。将它们与各种氨基酸酯偶联，形成N-（2-苯甲酰基-2-乙氧基羰基-乙烯基-1）保护的二肽酯20-31。通过肼一盐酸盐或羟胺盐酸盐去除2-苯甲酰基-2-乙氧基羰基乙烯基-1基团，可以高收率得到二肽酯32-41的氢氯化物。类似地，用甘氨酸取代2-苯甲酰基氨基-3-二甲基氨基丙酸甲酯（46）中的二甲基氨基得到N-（2-苯甲酰基氨基-2-甲氧基碳原子-乙烯基-1）甘氨酸（47），其与甘氨酸乙酯偶联得到N- [ N-（2-苯甲酰基氨基-2-甲氧基羰基乙烯基-1）甘氨酰]甘氨酸乙酯（48）。用2-氨基-4
• Hydroxamic Acids as Potent Inhibitors of Fe^IIand Mn^II<i>E. coli</i>Methionine Aminopeptidase: Biological Activities and X-ray Structures of Oxazole Hydroxamate-<i>Ec</i>MetAP-Mn Complexes
  作者：Florian Huguet、Armelle Melet、Rodolphe Alves de Sousa、Aurélie Lieutaud、Jacqueline Chevalier、Laure Maigre、Patrick Deschamps、Alain Tomas、Nicolas Leulliot、Jean-Marie Pages、Isabelle Artaud

  DOI：10.1002/cmdc.201200076

  日期：2012.6

  and selective inhibitors of the CoII MetAP form, with IC50 values in the micromolar range, whereas 5‐aryloxazol‐2‐ylcarboxylic acid regioisomers and 5‐aryl‐1,2,4‐oxadiazol‐3‐ylcarboxylic acids were shown to be inefficient against all forms of EcMetAP. Regardless of the heterocycle, all the hydroxamic acids are highly potent inhibitors and are selective for the MnII and FeII forms, with IC50 values between

  合成了与五元杂环（包括呋喃，恶唑，1,2,4或1,3,4-恶二唑和咪唑）连接的新系列酸和异羟肟酸，并测试了它们对Fe II，Co II和Fe的抑制剂。Mn II形式的大肠杆菌蛋氨酸氨肽酶（MetAP），并且是针对野生型和acrAB大肠杆菌菌株的抗菌剂。2-芳基恶唑-4-基羧酸似乎是Co II MetAP形式的有效抑制剂和选择性抑制剂，IC 50值在微摩尔范围内，而5-芳基恶唑-2-基羧酸区域异构体和5-芳基1,2,4恶二唑-3-基羧酸对所有形式的Ec均无效MetAP。无论杂环的，所有的异羟肟酸是高度有效的抑制剂和有选择性的锰II和Fe II的形式，用IC 50个1和2之间的值μ中号。我们之前报道过的一种吲哚异羟肟酸是大肠杆菌肽去甲酰基酶的有效抑制剂，也证明了它对Ec MetAP的有效性。为了深入了解在2和5位上具有反向取代的恶唑杂环的位置，Ec的X射线晶体结构解决了与两种此类恶唑异羟肟酸复合的MetAP-Mn。不管[金属]
• Combinatorial Synthesis of Acacen-Type Ligands and Their Coordination Compounds
  作者：Urša Tomažin、Uroš Grošelj、Marta Počkaj、Franc Požgan、Bogdan Štefane、Jurij Svete

  DOI：10.1021/acscombsci.7b00027

  日期：2017.6.12

  transamination between six primary diamines and eight enaminones. The bis-enaminone products were used as tetradentate ligands for coordination of copper(II), nickel(II), cobalt(II), and palladium(II). Dependence of the preferred E- or Z-configuration of the enaminone ligand on the α-substituent of the enaminone moiety in solution was determined by NMR and confirmed by X-ray diffraction. The copper(II) complexes

  开发了一种高度模块化的合成方法，用于制备阿拉伯胶型配体及其配位化合物。通过在六个伯二胺和八个烯胺酮之间进行组合酸催化的氨基转移反应，合成了一系列46种acacen型配体。双烯胺产品用作四齿配体，用于配位铜（II），镍（II），钴（II）和钯（II）。通过NMR确定溶液中烯胺酮配体的优选E-或Z-构型对烯胺酮部分的α-取代基的依赖性，并通过X射线衍射证实。测试了铜（II）配合物在3 + 2偶氮甲亚胺亚胺成丙酸甲酯的环加成反应中作为催化剂的适用性。
• METHOD FOR PRODUCING ENANTIOMERIC FORM OF 2,3-DIAMINOPROPIONIC ACID DERIVATIVES
  申请人：Rieke-Zapp Joerg

  公开号：US20070238778A1

  公开（公告）日：2007-10-11

  The invention relates to a method for producing enantiomeris form of 2,3-diaminopropionic acid derivatives of formula (I) by asymetric hydrogenation from compounds of formula (II).

  本发明涉及一种通过不对称氢化法从式（II）的化合物制备式（I）的对映体形式的2,3-二氨基丙酸衍生物的方法。
• Method for producing enantiomeric form of 2,3-diaminopropionic acid derivatives
  申请人：Sanofi-Aventis Deutschland GmbH

  公开号：US08053590B2

  公开（公告）日：2011-11-08

  The invention relates to a method for producing enantiomers form of 2,3-diaminopropionic acid derivatives of formula (I) by asymmetric hydrogenation from compounds of formula (II).

  本发明涉及一种通过不对称氢化从式（II）化合物制备式（I）的2,3-二氨基丙酸衍生物对映体形式的方法。