| Khoom npe | Ethyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)acetate |
| CAS Nr | 269410-28-8 |
Chemical Properties
Qhov sib xyaw no feem ntau tau txais los ua cov dawb rau tawm -dawb crystalline hmoov nrog cov ester faint - zoo li cov tshuaj tsw qab. Nws nthuav tawm cov ntsiab lus melting nyob rau hauv thaj tsam ntawm 98-102℃thiab kwv yees qhov ceev ntawm kwv yees li 1.12 g / cm³ ntawm 20 degree. Cov khoom yog dawb do soluble nyob rau hauv cov organic solvents xws li dichloromethane, tetrahydrofuran, ethyl acetate, thiab toluene, tab sis qhia negligible solubility nyob rau hauv dej thiab aliphatic hydrocarbons. Nws tseem ruaj khov nyob rau hauv cov dej tsis muaj dej thiab tuaj yeem khaws cia ntawm qhov kub thiab txias hauv lub thawv kaw kom deb ntawm noo noo thiab lub teeb muaj zog. Ntev ntev raug rau huab cua ntub yuav ua rau maj mam hydrolysis ntawm boronate ester. Kev sib cuag nrog cov neeg ua haujlwm muaj zog oxidizing, ntxhia acids, thiab cov hauv paus yuav tsum tau zam vim lawv tuaj yeem tshem tawm cov boron-oxygen daim ntawv cog lus lossis saponify cov ester moiety.
Kev piav qhia
Ethyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenoxy)acetate yog ib qho kev ua haujlwm zoo uas ua ke nrog kev tiv thaiv boronic acid fragment nrog ib tug saj zawg zog phenoxyacetate linker. Pinacol boronate pab pawg neeg ua haujlwm raws li daim npog ntsej muag boronic acid, npaj los koom rau hauv Suzuki-Miyaura cross coupling cov tshuaj tiv thaiv thaum deprotection lossis ncaj qha transmetalation. Lub ethyl acetate terminus muab ib tug kov rau ntxiv derivatization los ntawm ester hydrolysis los yog amidation. Lub hauv paus phenoxy unit confers rigidity thiab hluav taws xob tunability, thaum lub zuag qhia tag nrho cov qauv enables cov kev taw qhia ntawm lub arylboronate motif rau hauv complex molecular molecular molecular molecular qauv. Qhov kev sib xyaw no tau ua haujlwm ntau dhau los ua ib qho tseem ceeb hauv nruab nrab hauv cov phiaj xwm tshuaj chemistry thiab cov ntaub ntawv kev tshawb fawb uas yuav tsum tau ua kom muaj kev txhim kho ntawm cov khoom siv aryl unit.
Siv
Pharmaceutical Synthesis
Qhov boronate ester no yog lub hauv paus hauv kev tsim kho ntawm cov khoom siv roj ntsha, tshwj xeeb tshaj yog kinase inhibitors thiab G-protein coupled receptor modulators. Los ntawm Suzuki couplings, nws tso cai rau kev txuas ntawm 4-phenoxyacetate phenyl nplhaib rau ntau yam heteroaryl lossis aryl halides, tsim cov tsev qiv ntawv sib txawv. Cov khoom uas ua rau biaryl feem ntau nthuav tawm kev sib koom ua ke ntawm kev sib raug zoo thiab kev ruaj ntseg metabolic, ua rau lub tsev thaiv no tseem ceeb hauv cov kev pab cuam ua kom zoo tshaj plaws rau cov kab mob oncology thiab inflammatory kab mob.
Agrochemical R & D
Hauv kev tshawb nrhiav kev tiv thaiv qoob loo, qhov sib xyaw ua haujlwm ua ntej rau kev sib txuas cov tshuaj tua kab mob tshiab thiab cov fungicides nrog kev xaiv zoo dua. Pab pawg boronate pab txhawb kev qhia txog phenoxyacetate moiety rau hauv agrochemical scaffolds ntawm palladium-catalyzed cross-coupling. Txoj hauv kev no tau ua rau cov neeg sib tw uas cuam tshuam cov nroj tsuag amino acid biosynthesis lossis fungal ergosterol ntau lawm, muab cov qauv kev txiav txim txawv ntawm cov tshuaj agrochemicals ib txwm muaj thiab muaj peev xwm tiv thaiv tau.
Fine Chemical Synthesis
Cov molecule pom daim ntawv thov nyob rau hauv kev npaj cov ntaub ntawv siab heev, nrog rau cov organic teeb -emitting diode (OLED) Cheebtsam thiab kua crystalline polymers. Los ntawm kev ua ib lub tsev thaiv rau kev sib txuas ua ke, nws pab txhawb rau kev txhim kho ntawm semiconductors thiab fluorophores. Nws boronate functionality kuj ua rau saum npoo functionalization ntawm nanoparticles thiab silica kev txhawb nqa, yooj yim rau kev tsim cov ntaub ntawv hybrid nrog cov khoom siv hluav taws xob thiab kho qhov muag.
Organic Synthesis Building Block
Raws li ntau yam khoom siv nruab nrab, qhov sib xyaw no yog ua haujlwm hauv kev sib dhos ntawm cov khoom siv ntuj tsim analogs thiab chiral ligands. Cov saw hlau phenoxyacetate tuaj yeem piav qhia los ntawm kev txo qis ester, amide tsim, lossis kev hloov pauv nucleophilic, thaum pab pawg boronate koom nrog hauv ib qho -pot tandem cov tshuaj tiv thaiv. Nws kev sib raug zoo nrog ntau hom tshuaj tiv thaiv ua rau nws yog ib qho tseem ceeb hauv txoj kev loj hlob, tshwj xeeb tshaj yog nyob rau hauv cov teb ntawm C-H borylation thiab cross-coupling cascade txheej txheem.
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