• 방사선산업학회지
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• 제10권4호
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• pp.181-187
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• 2016

Selective ${\beta}_1$-agonist and antagonists are used for the treatment of cardiac diseases including congestive heart failure, angina pectoris and arrhythmia. Selective ${\beta}_1$-antagonists including nebivolol have high binding affinity on ${\beta}_1$-adrenergic receptor, not ${\beta}_2$-receptor mainly expressed in smooth muscle. Nebivolol is one of most selective ${\beta}_1$-blockers in clinically used ${\beta}_1$-blockers including atenolol and bisoprolol. We tried to develop clinically useful cardiac PET tracers using a selective ${\beta}_1$-blocker. Nebivolol is $C_2$-symmetric and has two chromane moiety with a secondary amino alcohol and aromatic fluorine. We adopted the general synthetic strategy using epoxide ring opening reaction. Unlike formal synthesis of nebivolol, we prepared two chromane building blocks with fluorine and iodine which was transformed to diaryliodonium salt for labelling of $^{18}F$. Two epoxide building blocks were readily prepared from commercially available chromene carboxylic acids (1, 8). Then, the amino alcohol building block (15) was prepared by ammonolysis of epoxide (14) followed by coupling reaction with the other building block, epoxide (7). Diaryliodonium salt, a precursor for $^{18}F$-aromatic substitution, was synthesized in moderate yield which was readily subjected to $^{18}F$-aromatic substitution to give $^{18}F$-labelled nebivolol.

• Bulletin of the Korean Chemical Society
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• 제30권1호
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• pp.163-171
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• 2009

Few $\alpha$-Hydroxy-$\beta$-amino acids were synthesized via various nucleophilic addition of the epoxide and followed by stereoselective nucleophilic substitution reaction and eliminative cleavage of the acetal selectively in diacetal compound. One of the synthesized $\alpha$-Hydroxy-$\beta$-amino acid reacted with L-leucine methylester to give corresponding dipeptide in good yields.

• 공업화학
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• 제18권2호
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• pp.116-120
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• 2007

양이온 개환중합형 광고분자 시스템용 단량체의 합성에 핵심적인 중간체로 사용되는 1-[2-(3-{7-oxabicyclo[4.1.0] heptyl}1,1,3,3-tetramethyldisiloxane (Mono)의 합성방법의 최적화에 관하여 연구하였다. Speier 촉매의 존재 하에서, 4-vinyl-1-cyclohexene 1,2-epoxide (VCHO)를 과량의 1,1,3,3- tetramethyldisiloxane (TMDS)과 수소규소화 반응시켜 TMDS의 한쪽 실리콘 하이드라이드를 미반응 상태로 유지하고 나머지 한쪽만이 VCHO와 반응한 형태의 Mono를 합성할 수 있었으며, 생성된 Mono의 구조 및 순도는 FT-IR, $^1H-NMR$ 및 $^{29}Si-NMR$을 통하여 확인할 수 있었다. VCHO와 TMDS의 몰비를 1 : 4로 고정하고 촉매 함량 및 반응 온도를 변화시킨 결과, Speier 촉매 함량 5 ppm, 반응온도 $55^{\circ}C$가 Mono의 선택적 합성에 가장 최적인 반응조건으로 판단되었다.

• Bulletin of the Korean Chemical Society
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• 제32권spc8호
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• pp.2965-2969
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• 2011

Highly efficient and rapid aminolysis of epoxides with various amines in water under microwave irradiation in the absence of catalyst was developed. Chiral ${\beta}$-amino alcohols were formed in a short time with excellent yields.

• Bulletin of the Korean Chemical Society
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• 제26권9호
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• pp.1434-1436
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• 2005

• 약학회지
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• 제54권6호
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• pp.474-480
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• 2010

Conformationally locked nucleosides are important in searching selective agonists and antagonists for P2Y receptors. There were two previous synthetic works of the crucial intermediate, cyclopentenyl alcohol (3), which had some inefficiency like using too strong dianionic base and synthesis of racemate. Here we describes a facile synthesis of the intermediate using Sharpless epoxidation and the opening of epoxide ring using zinc, followed by Grubb's metathesis as key steps. The intermediate was converted to the southern bicyclo[3.2.0]heptane for confirming its usefulness.

• Carbon letters
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• 제13권1호
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• pp.29-33
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• 2012

A novel strategy for the simultaneous reduction and functionalization of graphene oxide (G-O) was developed using polyallylamine hydrochloride (PAAH) as a multi-functional agent. The G-O functionalization by PAAH was carried out under basic conditions to catalyze the epoxide ring opening reaction of G-O with abundant amine groups of PAAH. We found that G-O was not only functionalized with PAAH but also reduced under the reaction condition. Moreover, the synthesized PAAH-functionalized G-O sheets were soluble in water and applicable to the synthesis of nanocomposites with gold nanoparticles.

• Bulletin of the Korean Chemical Society
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• 제26권6호
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• pp.959-965
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• 2005

Investigation of structure-activity relationships of novel quinazolines has identified 7,8-dihydro-[1,4]dioxino-[2,3-g]quinazolines as a potent inhibitor of EGFR. These compounds have a benzodioxane framwork, which was prepared by regioselective O-alkylation of ethyl 3,4-dihydroxy benzoate by epoxide ring opening. Compounds 3f and 3k were more potent than ZD-1839 in EGF enzyme and EGFR autophosporylation inhibition assays.

• 약학회지
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• 제56권4호
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• pp.230-235
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• 2012

Synthesis of novel cyclopropyl pyrimidine and purine nucleoside derivatives 2~8 with ${\alpha}$-configuration was successfully accomplished using an epoxide-ring opening reaction, lactonization, a hydroboration-oxidation reaction and a Mitsunobu reaction as the key steps. Antiviral activities against HSV-1 and -2, HIV-1 and -2, coxsackie B1and B3 viruses and poliovirus were assayed. Three compounds 4, 7 and 8 exhibit cytotoxicity-derived antiviral activity only in HIV-1 and -2.

• 멤브레인
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• 제28권3호
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• pp.169-179
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• 2018

본 연구는 역삼투막의 물리-화학적 표면 개질을 통하여 친수성 증가에 따른 내오염성 및 내염소성을 향상하고자 하였다. 자외선조사로 상용막 표면을 활성화한 후 실란 커플링제를 sol-gel법으로 개질하여 염소에 대한 민감도를 낮춰 폴리아마이드 활성층을 보호하여 내염소성을 향상시켰다. 또한, 에폭사이드의 개수가 다른 PGPE, SPE 두 종류의 에폭시로 코팅 후 에폭사이드의 개환반응으로 내오염성을 향상시켰으며, 표면 개질 조건은 접촉각과 FT-IR, XPS 분석을 통해 최적화하였다. 실란-에폭시 개질막의 오염성 평가 결과 투과도 감소율이 상용막보다 약 1.5배 감소하였고, 내염소성 평가 결과 $20,000ppm{\times}hr$에서도 염제거율이 90% 이상 유지되었다.