|
Khoom npe |
tert-Butyl thiophen-3-ylcarbamate |
|
CAS Nr |
19228-91-2 |
|
Molecular Formula |
C9H13NO2S |
|
Molecular Luj |
199.27 |
|
SMILES Code |
CC(C)(C)OC(=O)NC1=CSC=C1 |
|
MDL Nr. |
TIAB SA 01928808 |
Chemical Properties
Cov tshuaj no feem ntau yog cais raws li cov dawb mus tawm -dawb crystalline hmoov. Nws cov mis molecular yog C9H13NO2S, sib xws rau qhov hnyav molecular ntawm 199.27. Lub melting point feem ntau ntog nyob rau hauv thaj tsam ntawm 58-62 degree, xav txog ib tug zoo-pob zeb siv lead ua lattice. Qhov ntsuas qhov ceev yog kwv yees li 1.15 g / cm³ nyob rau hauv ambient tej yam kev mob. Nws nthuav tawm zoo solubility nyob rau hauv cov organic solvents xws li dichloromethane, ethyl acetate, tetrahydrofuran, thiab methanol, thaum qhia txog kev solubility nyob rau hauv dej thiab negligible solubility nyob rau hauv aliphatic hydrocarbons xws li hexane. Cov molecule muaj lub nplhaib thiophene nrog tert -butoxycarbonyl (Boc) tiv thaiv amine txuas ntawm 3-txoj hauj lwm. Cov pab pawg Boc ruaj khov nyob rau hauv cov xwm txheej yooj yim tab sis tau yooj yim cleaved nyob rau hauv acidic tej yam kev mob los qhia cov dawb amine. Cov thiophene sulfur pab txhawb rau tus cwj pwm uas muaj ntxhiab thaum tseem tshuav tsis zoo. Kev khaws cia rau hauv cov thawv kaw nruj nreem nyob rau hauv qhov chaw tsis zoo ntawm qhov txo qis (2-8 degree) yog pom zoo kom tiv thaiv hydrolysis ntawm carbamate. Kev sib cuag nrog cov kua qaub muaj zog, cov hauv paus muaj zog, thiab cov oxidizing muaj zog yuav tsum zam.
Kev piav qhia
Tert-Butyl thiophen-3-ylcarbamate yog ib qho kev tiv thaiv aminothiophene derivative uas muaj lub nplhaib thiophene nrog Boc- tiv thaiv amine ntawm 3- txoj hauj lwm. Lub thiophene core, ib tug tsib -membered aromatic heterocycle uas muaj leej faj, muab ib tug electron-nplua nuj π-system muaj peev xwm koom nyob rau hauv π-stacking kev sib cuam tshuam thiab ua ib tug bioisostere rau phenyl rings nyob rau hauv cov tshuaj chemistry daim ntaub ntawv. Boc tiv thaiv pab pawg npog cov amine, tiv thaiv kev tsis txaus siab thaum lub sijhawm siv hluavtaws thaum lub sijhawm tshem tawm tau nyob rau hauv cov mob me me thaum cov amine dawb yuav tsum tau. Lub tswv yim tiv thaiv no ua rau cov khoom sib xyaw ua haujlwm ruaj khov, ua haujlwm nruab nrab rau kev qhia txog 3-aminothiophene motif rau hauv ntau cov qauv molecular. Kev sib xyaw ua ke ntawm sulfur heterocycle nrog lub npog ntsej muag amine ua rau qhov sib xyaw ua ke muaj txiaj ntsig zoo rau kev tsim cov tshuaj, agrochemicals, thiab cov khoom siv ua haujlwm uas lub nplhaib thiophene imparts cov khoom siv hluav taws xob tsim nyog thiab cov amine muab qhov chaw rau kev ua haujlwm ntxiv.
Siv
Pharmaceutical Intermediate
Qhov no Boc- tiv thaiv aminothiophene yog ua hauj lwm nyob rau hauv lub synthesis ntawm kinase inhibitors, antimicrobial agents, thiab anti- inflammatory tebchaw. Tom qab kev tiv thaiv, cov amine dawb tuaj yeem ua rau muaj kev sib txuas nrog cov carboxylic acid- muaj cov tshuaj pharmacophores lossis koom nrog cov tshuaj tiv thaiv amination. Lub nplhaib thiophene tuaj yeem ua haujlwm raws li bioisostere rau phenyl rings, feem ntau txhim kho metabolic stability thiab modulating hluav taws xob khoom rau kev txhim kho lub hom phiaj kev sib cuam tshuam.
Tsev Block rau Heterocyclic Synthesis
Lub compound ua haujlwm ua ntej rau kev tsim fused heterocyclic systems xws li thieno[3,2-b]pyridines, thieno[2,3-d]pyrimidines, thiab lwm yam sulfur-muaj lub nplhaib tshuab los ntawm cyclization cov tshuaj tiv thaiv. Cov fused heterocycles no tau tshawb xyuas rau lawv cov khoom siv tshuaj, nrog rau thiophene core pab txhawb π-conjugation thiab cov yam ntxwv tshwj xeeb hauv hluav taws xob.
Cov ntaub ntawv siv Science
Thiophene derivatives yog siv dav hauv cov khoom siv hluav taws xob vim lawv cov nqi thauj khoom zoo heev. Qhov kev tiv thaiv aminothiophene no tuaj yeem muab tso rau hauv cov khoom sib txuas ua ke tom qab kev tiv thaiv thiab kev ua haujlwm, ua rau kev npaj cov ntaub ntawv nrog cov khoom siv optoelectronic tunable rau cov ntawv thov hauv cov organic teb - cuam tshuam cov transistors thiab photovoltaic li.
Organic Synthesis Building Block
Raws li ntau yam khoom siv nruab nrab, tert-butyl thiophen-3-ylcarbamate koom nrog ntau yam kev hloov pauv xws li electrophilic aromatic hloov ntawm txoj haujlwm qhib los ntawm amine (tom qab deprotection), palladium-catalyzed cross-coupling cov tshuaj tiv thaiv, thiab kev taw qhia hlau. Pab pawg Boc muab kev tiv thaiv orthogonal, ua kom muaj kev xaiv ua haujlwm ntawm lub nplhaib thiophene thaum lub amine tseem npog. 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 thiophene imparts tsim nyog siv hluav taws xob thiab cov khoom siv.
Cim npe nrov: Tuam Tshoj tert-butyl thiophen-3-ylcarbamate manufacturers, lwm tus neeg








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