Methyl 1H -pyrrole-3-carboxylate

Methyl 1H -pyrrole-3-carboxylate

CAS Nr .: 2703-17-5
Cov mis mos molecular: C6H7NO2
Molecular Luj: 125.13
SMILES Code: COC(=O)C1=CNC=C1

Khoom Taw qhia

Khoom npe

Methyl 1H -pyrrole-3-carboxylate

CAS Nr

2703-17-5

Molecular Formula

C6H7NO2

Molecular Luj

125.13

SMILES Code

COC(=O)C1=CNC=C1

MDL Nr.

TIAB SA 00967074

 

Chemical Properties

 

Cov tshuaj no feem ntau tau txais los ntawm cov khoom siv crystalline xws li dawb mus rau -dawb. Nws cov mis molecular yog C6H7NO2, sib xws rau qhov hnyav molecular ntawm 125.13. Lub melting point feem ntau ntog nyob rau hauv thaj tsam ntawm 78-82 degree, qhia txog lub qhov dej -txhais siv lead ua lattice. Qhov ntsuas qhov ceev yog kwv yees li 1.23 g / cm³ nyob rau hauv ambient tej yam kev mob. Nws pom zoo solubility nyob rau hauv cov organic solvents xws li methanol, ethanol, ethyl acetate, thiab dichloromethane, thaum qhia me ntsis solubility nyob rau hauv chloroform thiab txwv solubility nyob rau hauv dej thiab tsis yog -polar solvents xws li hexane. Cov molecule muaj ib lub nplhaib pyrrole nrog methyl ester hloov ntawm 3-txoj hauj lwm. Lub pyrrole NH tsis muaj zog acidic thiab tuaj yeem koom nrog hauv hydrogen bonding, thaum lub ester functionality yog raug rau hydrolysis nyob rau hauv acidic los yog tej yam kev mob. Kev khaws cia rau hauv cov thawv kaw nruj nreem tiv thaiv los ntawm lub teeb thiab noo noo ntawm qhov kub thiab txias yog feem ntau txaus, txawm hais tias desiccated tej yam kev mob raug pom zoo rau kev cia ntev. Kev sib cuag nrog cov neeg muaj zog oxidizing, muaj zog acids, thiab cov hauv paus muaj zog yuav tsum zam.

 

Kev piav qhia

 

Methyl 1H-pyrrole-3-carboxylate yog ib qho kev ua haujlwm pyrrole derivative uas muaj cov ester pawg ntawm 3- txoj hauj lwm ntawm tsib lub nplhaib heteroaromatic. Cov tub ntxhais pyrrole muab cov khoom siv hluav taws xob uas muaj ntxhiab tsw qab uas muaj peev xwm koom nrog π-stacking kev sib cuam tshuam thiab hydrogen bonding los ntawm NH pawg. Lub ester moiety ntawm 3-txoj hauj lwm ua hauj lwm pab raws li ib tug tiv thaiv carboxylic acid sib npaug, muab ib tug ntau yam kov rau ntxiv functionalization los ntawm hydrolysis, transesterification, los yog txo rau cov cawv sib xws. Cov qauv hloov pauv tso cov ester ntawm ib txoj haujlwm uas siv hluav taws xob ua ke nrog lub nplhaib nitrogen, cuam tshuam rau ob qho tib si reactivity ntawm pyrrole rau electrophilic hloov pauv thiab spectroscopic zog ntawm cov molecule. Qhov no compact, multifunctional scaffold yog ib qho tseem ceeb lub tsev thaiv nyob rau hauv cov organic synthesis thiab tshuaj chemistry rau tsim ntau complex molecules, qhov twg lub pyrrole nplhaib yuav ua hauj lwm raws li ib tug bioisostere rau lwm yam aromatic systems thiab cov ester muab ib tug taw tes ntawm kev txuas rau ntxiv elaboration.

 

Siv

 

Pharmaceutical Intermediate
Hauv kev tshawb nrhiav tshuaj, cov pyrrole ester no tau ua haujlwm los ua lub tsev thaiv kev sib txuas nrog cov haujlwm muaj peev xwm tiv thaiv qog noj ntshav thiab mob. Pyrrole- muaj cov molecules muaj nyob rau hauv bioactive natural khoom thiab tshuaj, nrog rau cov tshuaj tua kab mob thiab enzyme inhibitors. Cov ester pawg tuaj yeem raug hydrolyzed rau carboxylic acid rau amide coupling nrog amine - muaj cov tshuaj pharmacophores, ua kom muaj cov tsev qiv ntawv sai rau cov qauv - kev tshawb fawb kev sib raug zoo.

 

Tsev Block rau Heterocyclic Synthesis
Lub compound ua haujlwm ua ntej rau kev tsim fused heterocyclic systems xws li indoles, azaindoles, thiab pyrrolo[2,3-d]pyrimidines los ntawm cyclization cov tshuaj tiv thaiv. Cov hluav taws xob- nplua nuj ntawm lub nplhaib pyrrole pab txhawb kev hloov hluav taws xob ntawm 2- thiab 5-txoj hauj lwm, ua kom muaj kev qhia txog cov khoom siv ntxiv uas tuaj yeem koom nrog hauv kev ua haujlwm ntawm lub nplhaib. Cov tshuab fused no tau tshawb xyuas rau lawv cov khoom siv tshuaj thiab ua cov khoom siv ua haujlwm.

 

Intermediate rau Porphyrin thiab BODIPY Synthesis
Pyrrole-3-carboxylate derivatives yog cov khoom tseem ceeb pib hauv kev sib txuas ntawm porphyrins, dipyrrins, thiab boron-dipyrromethene dyes. Cov pab pawg ester tuaj yeem raug tswj xyuas los qhia txog cov saw hlau solubilizing lossis tsom cov moieties, thaum cov tub ntxhais pyrrole muab lub tsev thaiv tseem ceeb rau kev tsim cov tetrapyrrolic macrocycle. Cov tshuaj fluorescent no pom cov ntawv thov hauv bioimaging, photodynamic therapy, thiab optoelectronic li.

 

Organic Synthesis Building Block
Raws li ntau yam khoom siv nruab nrab, methyl 1H-pyrrole-3-carboxylate koom nrog ntau yam kev hloov pauv xws li Vilsmeier-Haack formylation, palladium-catalyzed cross-coupling cov tshuaj tiv thaiv (tom qab halogenation), thiab cov tswv yim qhia hlau. Cov ester tuaj yeem raug txo qis rau cov cawv sib xws rau ether tsim lossis hloov mus rau lwm pawg ua haujlwm. Lub pyrrole NH tuaj yeem tiv thaiv, alkylated, lossis acylated kom nthuav dav ntxiv rau qhov scaffold. Nws cov khoom siv txuas ntxiv mus rau kev sib txuas ntawm cov khoom siv ntuj tsim analogs thiab cov khoom siv ua haujlwm uas lub nplhaib pyrrole imparts tsim nyog siv hluav taws xob thiab cov khoom siv.

 

Cim npe nrov: Tuam Tshoj methyl 1h-pyrrole-3-carboxylate manufacturers, lwm tus neeg

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