CAS: 930-21-2; Azetidin-2-One

该化合物是一种环状氨,其特征为四人环,内含一个氮原子和一个碳基组.其分子分子式为C4H7NO,具有一种独特的结构,有助于其反应和特性.该化合物一般是无色的,根据温度和纯度而定,是黄色液体或固态.2-Azetidinone因其在有机合成中扮演中间角色而著称,特别是在制药和农用化学品生产中.它表现出中度极性,允许其在各种有机溶剂中溶解,同时在水中溶解较少.这个环状体的存在具有基本性,使其在化学反应中具有潜在的核素作用.此外,2-Azetidinone可以经历各种转变,包括在合成化学中有价值的环开和替代反应.它独特的结构特征和再活动使它在工业和研究应用中成为重要的复合物.

英文名称Azetidin-2-One
中文名称2-氮杂环丁酮
IUPAC名称azetidin-2-one
其它别名Ch3Chclch2Cl; Inchi=1/c3H5No/c5-3-1-2-4-3/h1-2H2,(H,4,5; Propiolactam; Methacryaldehyde; Azetidinone; 2-Azetidinone; Mnforvfstilpaw-Uhfffaoysa-N; Beta-Lact
CAS编号930-21-2
MFCD编号:MFCD00013328
EINECS号:628-180-1
分子式:C3H5NO
分子量:71.08
产品CID: 1969076
产品分类有机原料→分子砌块→脂肪杂环类化合物→吖丁啶类化合物

相似结构搜索
产品信息参考;
InChIKey: MNFORVFSTILPAW-UHFFFAOYSA-N
InChI=1S/C3H5NO/c5-3-1-2-4-3/h1-2H2,(H,4,5)…
计算化学: 氢键受体数1.0氢键供体数1.0可旋转键数0.0

相似化合物

1140510-99-1 4458-64-4 1148130-37-3

MSDS等安全信息

GHS象形图
GHS符号GHS05;
注释: Corrosion
危险类别皮肤腐蚀类别1B
严重眼损伤类别1
急性毒性类别4(吸入)
急性毒性类别4(经皮)
急性毒性类别4(经口)
警示词Danger(危险)
危险描述H314 |造成严重皮肤灼伤和眼损伤.
H318 |造成严重眼损伤.
H332 |吸入有害.
H312 |皮肤接触有害.
H302 |吞咽有害.
防范说明P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501
危险等级8
UN编号3263.0
危险品标志C
风险等级Corrosive/Keep Cold
包装等级Ⅱ
安全声明26-36/37/39-45
危险类别码34
WGK Germany3

欧盟法规

ECHA物质C&L通报

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107-95-9 = 930-21-2
反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane; 30 Min,25 - 30 °C1.2 Reagents: Lawesson'S Reagent; 30 Min,25 - 30 °C; 30 °C -> 0 °C1.3 Reagents: Triethylamine Solvents: Dichloromethane; 0 °C; Overnight,25 - 30 °C1.4 Reagents: Water
标题:Use Of 2,2'-Dibenzothiazolyl Disulfide-Triphenylphosphine And Lawesson'S Reagent In The Cyclization Of β-Amino Acids
作者:Kanwar,Seema; Sharma,S. D.
参考文献:Bulletin Of The Chemical Society Of Japan 日期:2006 卷标:79(11) 页码:1748-1752]

924-73-2 = 930-21-2
反应条件:1.1 Reagents: Bromo(2,4,6-Trimethylphenyl)Magnesium
标题:The Synthesis And Properties Of 2-Azetidinone And The Synthesis,Properties,And Reactions Of Alkyl Dichloromethyl Disultides
作者:Wann,Robert Earl
参考文献:1966]

115946-47-9 = 930-21-2
反应条件:1.1 Reagents: Tetraethylammonium Perchlorate Solvents: Dimethylformamide
标题:Electrochemical Process For The Preparation Of Lactams Unsubstituted At The Nitrogen
参考文献:Italy]

156-87-6 = 930-21-2
反应条件:1.1 Reagents: Hydrogen Peroxide Catalysts: Catalase,Mannitol Dehydrogenase (Nad),Alcohol Dehydrogenase,4H-Benz[g]Imidazo[1,2,3-Ij]Pteridin-12-Ium,1,2,5,6-Tetrahydro-4,6-Dioxo-9-(Trif... Solvents: Water; 24 H,Ph 8,30 °C
标题:Method For Synthesizing Lactam Compound With High Catalytic Efficiency
参考文献:China]

5009-27-8 = 930-21-2
反应条件:1.1 Reagents: Sodium Azide Solvents: Acetone
标题:Cyclopropanone
作者:De Kimpe,Norbert
参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001 卷标:1 页码:1-3]

107-95-9 = 930-21-2
反应条件:1.1 Reagents: Titanium Isopropoxide Solvents: 1,2-Dichloroethane; 3 - 26 H,83 °C -> Reflux
标题:Titanium Tetraisopropoxide
作者:Banwell,Martin G.; Garcia-Garcia,Patricia; Aguilar,Enrique
参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001]

107-95-9 = 930-21-2 [标题:Reaction Conditions
标题:Product Class 7: Aryl Hypohalites,Aryl Peroxides,And Aryloxy Sulfur Compounds
作者:Chen,J.; Chiu,C. K.-F.
参考文献:Science Of Synthesis 日期:2007 卷标:31 页码:665-704]

5009-27-8 = 930-21-2 [标题:Reaction Conditions
标题:Product Class 9: β-Lactams
作者:Coates,C.; Kabir,J.; Turos,E.
参考文献:Science Of Synthesis 日期:2005 卷标:21 页码:609-646]

1189-71-5 = 930-21-2
反应条件:1.1 Reagents: 4-(Dimethylamino)Pyridine,(+)-Methyl Lactate; 40 Min,Rt; Rt -> 2 °C1.2 Reagents: Triethyl Phosphite; 2 °C; 5 H,2 °C -> Rt1.3 Reagents: Sodium Hydroxide Solvents: Water; 1.5 H,55 °C1.4 Reagents: Tert-Butyldimethylsilyl Chloride1.5 Solvents: Toluene; Rt -> -3 °C; 3 H,-3 °C; -3 °C -> -4 °C1.6 Reagents: Sodium Sulfite Solvents: Water; 4 °C -> Rt
标题:Method For Preparation Of 2-Azetidinone
参考文献:China]

115946-47-9 = 930-21-2
反应条件:1.1 Reagents: 1,2-Dimethoxyethane,Tetraethylammonium Perchlorate Solvents: Dimethylformamide
标题:Electrodic Cleavage Of The Nitrogen-Sulfur Bond In N-Tosylcarboxamides. A New Entry To N-Unsubstituted Lactams
作者:Casadei,Maria Antonietta; Gessner,Andreas; Inesi,Achille; Jugelt,Werner; Moracci,Franco Micheletti
参考文献:Journal Of The Chemical Society 日期:1992 卷标:(15) 页码:2001-4]

28562-53-0 = 930-21-2
反应条件:1.1 Reagents: Sodium Borohydride Solvents: Ethanol1.2 Reagents: Amberlite
标题:Oxidation Of 3-Alkylidene-β-Lactams. Preparation Of 3-Alkenyl-3-Hydroxy-β-Lactams
作者:Ogilvie,William W.; Durst,Tony
参考文献:Canadian Journal Of Chemistry 日期:1988 卷标:66(2) 页码:304-9]

107-95-9 = 930-21-2
反应条件:1.1 Reagents: (Chloromethylene)Dimethylammonium Chloride Solvents: Acetonitrile; 30 Min,0 °C1.2 Reagents: Triethylamine Solvents: Acetonitrile; 0 °C; Overnight,Rt1.3 Reagents: Sodium Bicarbonate Solvents: Water
标题:(Chloromethylene)Dimethylammonium Chloride. A Highly Efficient Reagent For The Synthesis Of β-Lactams From β-Amino Acids
作者:Kanwar,Seema; Sharma,Sain D.
参考文献:Journal Of Chemical Research 日期:2005 卷标:(11) 页码:705-707]

110967-04-9 = 930-21-2 + 51599-74-7
反应条件:1.1 Reagents: Sodium Periodate,Ruthenium Tetroxide Solvents: Ethyl Acetate,Water
标题:Ruthenium Tetroxide Oxidation Of N-Alkyllactams
作者:Yoshifuji,Shigeyuki; Arakawa,Yukimi; Nitta,Yoshihiro
参考文献:Chemical & Pharmaceutical Bulletin 日期:1987 卷标:35(1) 页码:357-63]

4138-35-6 = 930-21-2
反应条件:1.1 Reagents: Triisobutylaluminum Solvents: Diethyl Ether
标题:The Conversion Of β-Amino Esters By Alkylaluminum Compounds Into β-Lactams
作者:Vorbrueggen,Helmut; Woodward,Robert Burns
参考文献:Tetrahedron 日期:1993 卷标:49(8) 页码:1625-34]

13837-45-1 = 930-21-2
反应条件:1.1 Reagents: Sodium Azide Solvents: Acetone
标题:Cyclopropanone Reactions. Cyclobutanone Derivatives From Vinylic And Acetylenic Cyclopropanols
作者:Wasserman,Harry H.; Cochoy,Robert E.; Baird,Mark S.
参考文献:Journal Of The American Chemical Society 日期:1969 卷标:91(9) 页码:2375-6]

85270-00-4 = 930-21-2
反应条件:1.1 Reagents: Azobisisobutyronitrile,Tributylstannane Solvents: Benzene; 80 °C
标题:Suppressed β-Effect Of Silicon In 3-Silylated Monocyclic β-Lactams: The Role Of Antiaromaticity
作者:Bag,Subhendu Sekhar; Kundu,Rajen; Basak,Amit; Slania,Zdenek
参考文献:Organic Letters 日期:2009 卷标:11(24) 页码:5722-5725]

13837-45-1 = 930-21-2 [标题:Reaction Conditions
标题:Product Class 2: Cycloalkanols
作者:Scott,P. J. H.; Steel,P. G.
参考文献:Science Of Synthesis 日期:2008 卷标:36 页码:459-530]

28562-53-0 = 930-21-2
反应条件:1.1 Reagents: Potassium Borohydride Solvents: Water
标题:A Novel Preparation Of 4-Unsubstituted β-Lactams
作者:Pfaendler,Hans Rudolf; Hoppe,Heike
参考文献:Heterocycles 日期:1985 卷标:23(2) 页码:265-72]

= 930-21-2 [标题:Reaction Conditions
标题:Synthesis,Characterization And Anti-Microbial Evaluation Of Azetidinone
作者:Khandelwal,Nikita; Jawarkar,S. G.; Game,M. D.; Tade,Dhiraj A.
参考文献:World Journal Of Pharmacy And Pharmaceutical Sciences 日期:2021 卷标:10(8) 页码:2450-2465

1-甲基氮杂环丁-2-酮置于ruthenium(Iv) Oxide,Sodium Periodate体系中,用乙酸乙酯作为反应溶剂,化学反应 72.0H,以36%的收率获得产物2-氮杂环丁酮
参考文献:Yoshifuji,Shigeyuki; Arakawa,Yukimi; Nitta,Yoshihiro,Chemical And Pharmaceutical Bulletin,1987,Vol. 35,# 1,P. 357-363
标题:Yoshifuji,Shigeyuki; Arakawa,Yukimi; Nitta,Yoshihiro,Chemical And Pharmaceutical Bulletin,1987,Vol. 35,# 1,P. 357-363

海关参考信息

2912110000-甲醛
2912120000-乙醛
2924199090-其他无环酰胺
2921199090-其他无环单胺
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专利信息

专利号:US-7160517-B2
优先权日:2000-08-18
标题 :Apparatus and methods for the automated synthesis of oligosaccharides
发明人：SEEBERGER PETER H; PLANTE OBADIAH J
权利人:MASSACHUSETTS INST OF TECHNOLG
摘要:One aspect of the present invention relates to an apparatus for the efficient synthesis of oligosaccharides on a solid support, e.g., formed by subunit addition to terminal subunits immobilized on solid-phase particles. In certain embodiments, the apparatus of the present invention is used in combinatorial methods, e.g., as described herein, of synthesizing oligosaccharides.

专利号:US-2008032964-A1
优先权日:2006-04-10
标题:Process for the synthesis of azetidinone
发明人：KANSAL VINOD K; AHMAD SUHAIL; MARIAPPAN SHANMUGAVEL; TYAGI BHUPENDRA; PERLMAN NURIT; LE PAIH JACQUES; ZANOTTI-GEROSA ANTONIO
权利人:KANSAL VINOD K; AHMAD SUHAIL; MARIAPPAN SHANMUGAVEL; TYAGI BHUPENDRA; PERLMAN NURIT; LE PAIH JACQUES; ZANOTTI-GEROSA ANTONIO
摘要:Provided are intermediates useful for the synthesis of hydroxyl-alkyl substituted azetidinones, processes of their preparation, and processes for the synthesis of certain hydroxyl-alkyl substituted azetidinones. Also provided are processes for the synthesis of 1-(4-fluorophenyl)-3(R)-[3-(4-fluorophenyl)-3(S)-hydroxypropyl]-4(S)-(4-hydroxyphenyl)-2-azetidinone, or ezetimibe.

专利号:US-7230101-B1
优先权日:2002-08-28
标题:Synthesis of methotrexate-containing heterodimeric molecules
发明人：MURTHI KRISHNA K; SMITH CHASE C
权利人:GPC BIOTECH INC
摘要:The present invention relates to novel compositions of methotrexate-containing heterodimeric probe molecules, also known as chemical inducers of dimerization (CID), useful in three-hybrid assays. The invention further relates to synthesis of said compositions and their intermediates. Another aspect of the invention is a method for using the heterodimeric probe molecules described herein in drug screens to identify potential protein targets to a given ligand, optimize protein-ligand interactions, or identify potential ligands for a given protein target. In certain embodiments, the invention contemplates the synthesis of the following methotrexate-containing heterodimeric probe:

专利号:US-5145957-A
优先权日:1988-03-18
标题:Stereoselective synthesis of a chiral cis 3-beta hydrogen (3R) 4-aroyloxy azetidinone
发明人：TSCHAEN DAVID M; LYNCH JOSEPH E; LASWELL WILLIAM L; VOLANTE RALPH P; SHINKAI ICHIRO
权利人:MERCK & CO INC
摘要:A process is described for the stereocontrolled synthesis of (3R,4R)-3-[(1R)-1-hydroxyethyl]-4-benzoyloxyazetidin-2-ones and their derivatives by cycloaddition involving an imine and a ketone, generated from 3(S)-hydroxybutyrate which are useful intermediates in the synthesis of carbapenem antibiotics.

专利号:WO-9407900-A1
优先权日:1992-09-25
标题 :Synthesis of n-glycosylated compounds with the use of a mild, iodine-catalyzed reaction
发明人：KOREEDA MASATO; HOUSTON TODD A
权利人:UNIV MICHIGAN
摘要:The invention concerns N-glycosylated derivatives of nitrogen nucleophile compounds. The invention also concerns a mild, cost effective, stereoselective, regioselective, and generally applicable method for the preparation of N-glycosides by N-glycosylation of azide and amide nucleophile compounds. The method employs iodine in a catalytic amount that uniquely does not pose an environmental hazard. The invention provides efficient access to key intermediates for the synthesis inter alia of analogs of AZT and DDI and for the synthesis of conventional N-nucleoside antibiotic drugs and their novel N-glycosylated analogs.

专利号:US-4384998-A
优先权日:1981-03-30
标题:Synthesis of thienamycin from D-glucose
发明人：DURETTE PHILIPPE L
权利人:MERCK & CO INC
摘要:Disclosed is a chiral, total synthesis of thienamycin from D-glucose which proceeds via intermediates I, II and III to known aldehyde IV which is known to be useful in the total synthesis of thienamycin (V): ##STR1## wherein: R is lower alkyl having 1-6 carbon atoms or bi-valent alkyl having 2-6 carbon atoms which joins the two sulfur atoms; R 1 is lower alkyl or aralkyl, such as benzyl and the like; and R 2 is hydrogen or a removable protecting group, such as triorganosilyl wherein the organo groups are independently selected from lower alkyl, phenyl and phenylloweralkyl.

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[参考文献]: Dariusz Suchy, Et Al. The Influence Of Ezetimibe On Classical And Alternative Activation Pathways Of Monocytes/macrophages Isolated From Patients With Hypercholesterolemia. Naunyn Schmiedebergs Arch Pharmacol. 2014 Aug;387(8):733-42.
[参考文献]: Marawan Ahmed, Et Al. Photoelectron Spectra Of Some Antibiotic Building Blocks: 2-Azetidinone And Thiazolidine-Carboxylic Acid. J Phys Chem A. 2012 Aug 23;116(33):8653-60.
[参考文献]: Tim N Beck, Et Al. Non-Transpeptidase Binding Arylthioether β-Lactams Active Against Mycobacterium Tuberculosis And Moraxella Catarrhalis. Bioorg Med Chem. 2015 Feb 1;23(3):632-47.

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参考文献:10.1186/cc8877
摘要:Augustin P, Kermarrec N, Muller-Serieys C, Lasocki S, Chosidow D, Marmuse JP, Valin N, Desmonts JM, Montravers P. Risk factors for multidrug resistant bacteria and optimization of empirical antibiotic therapy in postoperative peritonitis. Crit Care. 2010;14(1):R20.
参考文献:10.1007/s00775-005-0059-4
摘要:Koehntop KD, Marimanikkuppam S, Ryle MJ, Hausinger RP, Que L. Self-hydroxylation of taurine/α-ketoglutarate dioxygenase: evidence for more than one oxygen activation mechanism. JBIC Journal of Biological Inorganic Chemistry. 2005 Dec 01;11(1):63–72. doi: 10.1007/s00775-005-0059-4.
参考文献:10.1107/s160053681101868x
摘要:Maharramov AM, Ismiyev AI, Rashidov BA. Poly[(μ₃-rac-5-ethoxycarbonyl-6-hydroxy-6-methyl-4-phenyl-4,5,6,7-tetrahydrobenzo[c]isoxazol-3-olato)potassium]. Acta Crystallogr E Struct Rep Online. 2011 May 25;67(6):m786. doi: 10.1107/s160053681101868x.
参考文献:10.1007/s10096-011-1168-3
摘要:Egea P, López-Cerero L, Navarro MD, Rodríguez-Baño J, Pascual A. Assessment of the presence of extended-spectrum beta-lactamase-producing Escherichia coli in eggshells and ready-to-eat products. European Journal of Clinical Microbiology & Infectious Diseases. 2011 Jul 14;30(9):1045. doi: 10.1007/s10096-011-1168-3.
参考文献:10.1186/1471-2334-11-194
摘要:Kuntz JL, Chrischilles EA, Pendergast JF, Herwaldt LA, Polgreen PM. Incidence of and risk factors for community-associated Clostridium difficile infection: A nested case-control study. BMC Infectious Diseases. 2011 Jul 15;11(1):194. doi: 10.1186/1471-2334-11-194.

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CAS: 930-21-2; Azetidin-2-One

相似化合物

物理性质

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