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5453-67-8,MFCD00134493
Catalog No.:AA0034O5

5453-67-8 | Dimethyl pyridine-2,6-dicarboxylate

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5g
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10g
98%
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25g
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100g
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0034O5
Chemical Name:
Dimethyl pyridine-2,6-dicarboxylate
CAS Number:
5453-67-8
Molecular Formula:
C9H9NO4
Molecular Weight:
195.1721
MDL Number:
MFCD00134493
SMILES:
COC(=O)c1cccc(n1)C(=O)OC
NSC Number:
18855
Properties
Properties
 
BP:
321.7°C at 760 mmHg  
Form:
Solid  
MP:
121-125 °C(lit.);  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
207  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
5  
Rotatable Bond Count:
4  
XLogP3:
1.2  

Upstream Synthesis Route

[1]Synthesis,2003,#6,p.823-828

[2]CatalysisLetters,2013,vol.143,#6,p.592-599

[3]RSCAdvances,2013,vol.3,#25,p.9745-9751

[4]Chemistry-AEuropeanJournal,2015,vol.21,#28,p.10070-10081

[5]Patent:KR2015/77974,2015,A,

[1]Chemistry-AEuropeanJournal,2015,vol.21,#28,p.10070-10081

[1]ChemicalCommunications,2017,vol.53,#42,p.5718-5720

[2]Tetrahedron,2018,vol.74,#21,p.2641-2649

[1]OrganicLetters,2010,vol.12,#11,p.2532-2535

[2]Heterocycles,2015,vol.90,#1,p.625-630

[3]TetrahedronLetters,2013,vol.54,#43,p.5771-5774

[4]SpectrochimicaActa-PartA:MolecularandBiomolecularSpectroscopy,2009,vol.72,#1,p.198-203

[5]OrganicandBiomolecularChemistry,2017,vol.15,#46,p.9923-9931

[6]Patent:WO2018/183965,2018,A1,.Locationinpatent:Paragraph0322

[7]Tetrahedron,2018,vol.74,#21,p.2641-2649

[8]TetrahedronLetters,2008,vol.49,#12,p.1993-1996

[9]TetrahedronLetters,2008,vol.49,#48,p.6917-6920

[10]EuropeanJournalofOrganicChemistry,2015,vol.2015,#32,p.6988-6993

[11]BioorganicandMedicinalChemistry,2009,vol.17,#5,p.1974-1981

[12]Patent:EP2511260,2012,A1,.Locationinpatent:Page/Pagecolumn16

[13]Patent:KR2015/77974,2015,A,.Locationinpatent:Paragraph0038-0039;0080-0082

[14]Patent:US2016/231635,2016,A1,.Locationinpatent:Paragraph0147

[15]JournaloftheAmericanChemicalSociety,1984,vol.106,#19,p.5497-5505

[16]SyntheticCommunications,1999,vol.29,#21,p.3719-3731

[17]TetrahedronAsymmetry,2005,vol.16,#11,p.1939-1946

[18]JournaloftheChemicalSociety,DaltonTransactions:InorganicChemistry(1972-1999),2000,#9,p.1419-1430

[19]CatalysisLetters,2013,vol.143,#6,p.592-599

[20]Synthesis(Germany),2014,vol.46,#9,p.1243-1253

[21]RSCAdvances,2013,vol.3,#25,p.9745-9751

[22]Chemistry-AEuropeanJournal,2015,vol.21,#28,p.10070-10081

[1]JournaloftheAmericanChemicalSociety,2012,vol.134,#20,p.8670-8683

Downstream Synthesis Route

[1]SyntheticCommunications,2019,vol.49,p.12-21

[2]Tetrahedron,1995,vol.51,p.10241-10252

[3]Synlett,1999,p.1292-1294

[4]EuropeanJournalofOrganicChemistry,2009,p.1327-1334

[5]Patent:US2007/37817,2007,A1.Locationinpatent:Page/Pagecolumn28

[6]HelveticaChimicaActa,1993,vol.76,p.893-899

[7]JournaloftheAmericanChemicalSociety,1953,vol.75,p.975

[1]Hardy;Wyss;Eddy;Gorden[ChemicalCommunications,2017,vol.53,#42,p.5718-5720]

[2]Golubev,Oleg;Loennberg,Tuomas;Loennberg,Harri[HelveticaChimicaActa,2013,vol.96,#9,p.1658-1669]

[3]Locationinpatent:experimentalpartTsubogo,Tetsu;Kano,Yuichiro;Ikemoto,Koki;Yamashita,Yasuhiro;Kobayashi,Sh[TetrahedronAsymmetry,2010,vol.21,#9-10,p.1221-1225]

[4]Xu,Haochen;Sun,Zhihua[AdvancedSynthesisandCatalysis,2016,vol.358,#11,p.1736-1740]

[5]Stemper,Jérémy;Tuo,Wei;Mazarío,Eva;Helal,AhmedS.;Djurovic,Alexandre;Lion,Claude;ElHageChahine,Jean-Michel;Maurel,François;Hémadi,Miryana;LeGall,Thierry[Tetrahedron,2018,vol.74,#21,p.2641-2649]

[6]Meyer,H.[MonatsheftefurChemie,1903,vol.24,p.199,200]

[7]Wu,Kuan-Lin;Ho,Shu-Te;Chou,Chun-Cheng;Chang,Yuh-Chia;Pan,Hsiao-An;Chi,Yun;Chou,Pi-Tai[AngewandteChemie-InternationalEdition,2012,vol.51,#23,p.5642-5646]

[8]Ansari,S.A.;Bhattacharyya,Arunasis;Karthikeyan,N.S.;Mohapatra,P.K.;Rao,T.S.;Ravichandran,C.;Seshadri,H.;Venkatachalapathy,B.[DaltonTransactions,2021,vol.50,#22,p.7783-7790]

[1]JournalofMaterialsChemistry,2002,vol.12,p.173-180

[2]Luminescence,2014,vol.29,p.1113-1122

[3]JournalofMolecularStructure,2014,vol.1074,p.487-495

[4]AsianJournalofChemistry,2010,vol.22,p.5535-5542

[5]MedicinalChemistryResearch,2014,vol.23,p.1941-1949

[6]EuropeanJournalofMedicinalChemistry,2019,vol.178,p.13-29

[7]Patent:EP3549938,2019,A1.Locationinpatent:Paragraph0093

[8]E-JournalofChemistry,2011,vol.8,p.449-452

[9]OrganicandBiomolecularChemistry,2008,vol.6,p.4089-4092

[10]IndianJournalofChemistry,SectionA:Inorganic,Physical,TheoreticalandAnalytical,1980,vol.19,p.267-268

[11]JournalofMaterialsChemistry,2006,vol.16,p.2645-2659

[12]MonatsheftefurChemie,1912,vol.33,p.403

[13]AustralianJournalofChemistry,1985,vol.38,p.1491-1497

[14]SpectrochimicaActaPartA:MolecularandBiomolecularSpectroscopy,2013,vol.116,p.286-294

[15]HeterocyclicCommunications,2017,vol.23,p.35-42

[16]Luminescence,2018,vol.33,p.79-88

[17]NewJournalofChemistry,2018,vol.42,p.6023-6033

[1]Dungan,VictoriaJ.;Poon,BelindaM.-L.;Barrett,ElizabethS.;Rutledge,PeterJ.[TetrahedronLetters,2013,vol.54,#10,p.1236-1238]

[2]POWELL[BiochemicalJournal,1953,vol.54,#2,p.210-211]

[3]Webster,RichardD.;Bond,AlanM.;Schmidt,Thomas[JournaloftheChemicalSociety.PerkintransactionsII,1995,#7,p.1365-1374]

[4]Webster,RichardD.;Bond,AlanM.;Schmidt,Thomas[JournaloftheChemicalSociety.PerkintransactionsII,1995,#7,p.1365-1374]

[5]Kelly,T.Ross;Echavarren,Antonio;Chandrakumar,NizalS.;Koeksal,Yetkin[TetrahedronLetters,1984,vol.25,#20,p.2127-2130]

[6]Ramsay[JahresberichtueberdieFortschrittederChemieundVerwandterTheileAndererWissenschaften,1877,p.436]

[7]Zhu,Hengheng;He,Weiwei;Zhan,Chuanlang;Li,Xiao;Guan,Zisheng;Guo,Fengqi;Yao,Jiannian[Tetrahedron,2011,vol.67,#44,p.8458-8464]

[8]Polasek,Miloslav;Caravan,Peter[InorganicChemistry,2013,vol.52,#7,p.4084-4096]

[9]Kipper,Andi;Kalvet,Indrek;Tämm,Kaido;Sikk,Lauri;Burk,Peeter;Kiv,Kuldar;Mäeorg,Uno[Heterocycles,2015,vol.90,#1,p.625-630]

[10]Zhang,Dawei;Bousquet,Benjamin;Mulatier,Jean-Christophe;Pitrat,Delphine;Jean,Marion;Vanthuyne,Nicolas;Guy,Laure;Dutasta,Jean-Pierre;Martinez,Alexandre[JournalofOrganicChemistry,2017,vol.82,#12,p.6082-6088]

[11]Das,Kanu;Dutta,Moumita;Das,Babulal;Srivastava,HemantKumar;Kumar,Akshai[AdvancedSynthesisandCatalysis,2019,vol.361,#12,p.2965-2980]

[12]An,Jing;Fang,Xiong;Huang,LinaS.;Huang,Ziwei;Liang,Boqiang;Meng,Qian;Schooley,RobertT.;Wang,Juan;Xu,Yan;Zhang,Chaozai;Zhang,Huijun;Zhang,Xingquan;Zhu,Siyu[EuropeanJournalofMedicinalChemistry,2020,vol.200]

[1]JournalofOrganometallicChemistry,1980,vol.186,p.147-153

Literature

Title: 2,2'-[(2S*,6R*)-Piperidine-2,6-di-yl]-di-pro-pan-2-ol.

Journal: Acta crystallographica. Section E, Structure reports online 20120301

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Inhibiting dihydrodipicolinate synthase across species: towards specificity for pathogens?

Journal: Bioorganic & medicinal chemistry letters 20080115

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