산,염기하에서 아세탈의 분해반응 메카니즘

노영쇠 全北大學校 基礎科學硏究所 1984 基礎科學 Vol.7 No.1

The kinetics of the hydrolysis of acetaldehyde diethyl acetaldehyde diethyl acetal, cyclohexanone ethyleneglycol ketal, benzaldehyde ethylenglycol acetal, and furfural ethylenglycol acetal have been studies in 20% dioxane-water(V/V). The rates of the hydrolysis in the bufferolution of pH 1.95 to 12.40 were measured by UV spectrophotometry. A pronounced general acid catalysis by acid species of the buffer solution can be observed.

Dibenzotetraazapentalene들의 염기도와 protonation의 위치

노영쇠 全北大學校 基礎科學硏究所 1981 基礎科學 Vol.4 No.1

Dibenzo-1, 3a, 6, 6a-tetraazapentalene(DBTA-1) and dibenzo-1, 3a, 4, 6a-tetraazape-ntalene(DBTA-2) were prepared by known method. The mechanism through which 1-NPB and 2-NPB are formed as the intermediates in the synthetic route is discussed, and their derivatives such as 3-chlorodibenzo-1, 3a, 6, 6a-tetraazapentalene was also synthesized. With the pK values of dibenzotetraazapentalene derivatives measured by UV-spectrophotometer, their degrees of delocalization are confirmed to be almost the same in all cases, then are presented their basicities and the sites of protonation.

전주천의 수질오염 조사

노영쇠,최병진,송영기,이국행 全北大學校 科學敎育硏究所 1981 과학과 과학교육 논문지 Vol.6 No.-

Measure the degrees of water pollution of the Jeonju river that is not measured wholly in spite of the importance of the Jeonbug area. The experimental values were compared with standard values of environment and checked the reasonableness for beverage and irrigation water Also propose the management methods of the results which are different along the sampling area.

7-Methoxy-3-phenylsulfonyl-1(3H)-isobenzofuranone의 合成 : 항암제 Anthracycline의 중간체合成

노영쇠 全北大學校 基礎科學硏究所 1983 基礎科學 Vol.6 No.1

In cinjunction to our efforts toward the synthesis of anthracycline antitumor antibiotics, 7-methoxy-3-phenylsulfonyl-1(3H)-isobenzofuranone(6), a key intermediate that could furnish1,4-dihydroxy polrsubstituted naphthalenes via Michael condensation with various α, β-unsaturated carbonyl systems, was prepared by two different routes. One method involved dibromination on the aromatic methyl group of 6-methoxy o-toluate(8), followed by hydrolysis of the resulting dibromobenzoate to give phthalaldehydic acid(10), which was converted to phthalide sulfide(11), them finally to sulfone 6 by oxidation with m-CPBA.An alternative method involved disulfenylation on the aromatic methyl group of 6-methoxy o-toluate(5) which was partially hydrolyzed to give sulfide(11), then converted to sulfone (6) by the aforementioned oxidation.

淨水 處理用 補助 凝集制로서 마그네슘 알긴 酸鹽에 관한 연구

송동기,노영쇠 全北大學校 科學敎育硏究所 1996 과학과 과학교육 논문지 Vol.21 No.-

Aluminium sulfate and poly aluminium chloride(PAC) which are a coagulant are used to clean the water in our filtration plant. Therefore, high density of aluminium have dissolved in drinking water. High density of aluminium in the drinking water was reported to be a factor of Alzheimer's disease or presenile dementia which are neuropathologic disorder and neurological disease. Also increment of turbidity and decrement of chlorine are caused by a dissolved amount of aluminium in the water, So it is important to improve a coagulant and coagulable methods. In order to examine these remaining aluminium dissolved in drinking water, main coagulant (aluminum sulfate, PAC. PASS. PSO) was added to the water and stirred (120 rpm) with Jar-Test violently for 5 min. After reduced speed(60 rpm). magnesium alginate. sodium alginate and ammonium alginate which are aid coagulant were added to the mixture expectively and stirred for 20 min. followed by standing for 20 min. Upper layer was collected and tested for turbidity, aluminium, heavy metal and flock etc. which of analysis were performed by turbidity meter and ICP. As a result of analysis the turbidity and remaining aluminium, when the both of main coagulant and aid-coagulant (alginate) was used, the reduction of turbidity and the removal of aluminium were more effective than used only main-coagulant alone. In this case, addition of alginate was shown somewhat difference as a each coagulant, but about 0.7-1.3mg/L of that was most effectively. Among the alginate, magnesium alginate was more effective, and main-coagulant could be economized on as 20-40% ratio than used independantly.

정수 처리용 보조 응집제로서 마그네슘 알긴산고에 관한 연구

송동기,노영쇠(Young Soy Rho) 전북대학교 과학교육연구소 1996 科學敎育論叢 Vol.21 No.-

9,10-Dideoxy-β-rhodomycinone의 합성

趙仁鎬,魯永釗,蘇祥文,柳東辰,李準龍,韓秉九 全北大學校 基礎科學硏究所 1994 基礎科學 Vol.16 No.-

β-Rhodomycinone(1)의 전 단계물질인 9,10-dideoxyrhodomycinone(30)의 전 합성이 이루어졌다. Phthalide sulfone 4를 몇 단계의 반응을 진행시켜서 naphthalide sulfone 12로 변형시킨 뒤, 음이온으로 변형된 naphthalide sufone 12를 5-ethyl-1,3-cyclohexenone(21)과 Michael 부가반응시켜서 선형으로 결합된 tetracyclic 케톤 화합물 26을 좋은 수율로 얻었다. 화합물 26의 케톤기는 sodium borohydride로 환원시키고 메틸기로 보호하여 화합물 28을 얻었다. 9,10-dideoxy-β-rhodomycinone(30)은 pentamethoxy tetracyclic 화합물 28을 oxidative demethylation시키고 메틸기를 제거시켜서 합성하였다. Total synthesis of 9,10-dideoxyrhodomycinone(30) which is the late-stage precursor of naturally occuring β-rhodomycinone(1) is described. After phthalide sulfone 4 was converted to naphthalide sulfone 12 by the several step. Michae addition of naphthalide sulfone 12 which was converted to an anion with 5-ethyl-1,3-cyclohexenone(21) gave a good yield of linearly condensed tetracyclic ketone compound 26. The keto group of 26 was reduced with sodium borohydride and protected by methyl group to afford compound 28. 9,10-Dideoxy-β-rhodomycinone(30) was synthesized from pentamethoxy tetracyclic compound 28 by oxidative demethylation and demethylation of 29.

항암항생제 6-Deoxybisanhydrodaunomycinone의 합성

趙仁鎬,魯永釗,朴時浩,안구현,申洪植,韓秉九 全北大學校 基礎科學硏究所 1994 基礎科學 Vol.16 No.-

항암항생제 Danuorubicin(1b)의 aglycone인 daunomycinone의 전이물질 6-deoxybisanhydrodaunomycinone(20)의 전 합성이 이루어졌다. 만들어진 enone 화합물 4를 phthalide sulfone7과 반응시킨 뒤 oxidation과 methylation을 시켜서 anthraquinone 화합물 10을 얻었다. 화합물 10의 benzy기를 bromination 시켜서 얻은 monobromo 화합물 11을 bis(tetrabutylammoumum) dichromate로 고리화반응을 시켜서 hydrox-yanthraquinone 화합물 16을 얻은 뒤 OH기를 thiophenol로 치환시켰다. sulfide 화합물 17은 phoshate buffer 용액속에서 m-CPBA로써 산화시켜서 anthraquinonyl sulfone 화합물 18을 얻은뒤 methy vinyl ketone(19)과 결합시켜서 화합물 20을 얻었다. A brief route for total synthesis of 6-deoxybisanhydrodaunomycinone(20) was described, namely the precursor of the daunomycinone, the aglycone of the anticancer antibiotic daunorubicin (1b). The prepared enone 4 was condensed with phthalide sulfone 7 to afford anthraquinone 10 after oxidation and methylation. The benzylic group of 10 was brominated, and subsequent oxidation with bis(tetrabutylammonium) dichromate followed by cyclization give hydroxyanthraquinone 16, which was displaced with thiophenol. Oxidation of 17 with m-CPBA in phosphate buffer solution afforded anthraquinonyl sulfone 18 which was condensed with metyl mvynyl ketone (19) to furnish 20.

11-Deoxydaunomycinone의 合成에 관한 硏究

이풍래,노영쇠 全北大學校 1986 論文集 Vol.28 No.-

Methyl 5-(phenylthiomethyl)-trans-2-heptenoate(22), a key intermediate for the regiospecific total synthesis of 11-deoxydaunomycinone(2a), the aglycone of antitumor antibiotic, 11-deoxydaunorubicine (1a) was prepared via 7 step reaction sequence from β-vinyl-γ-butyrolactone(30) as the starting material. Thus, catalytic hydrogenation of vinylbutyrolactone 30 produced ethylbutyrolactone 31 which was converted to chloropentanoate 33 by reacting vinylbutyrolactone 30 with SOCl_2 in the presence of ZnCl_2, followed by treating the resulting acid chloride 32 with dry MeOH. Displacement of the chlorine function in chloropentanoate 33 with thiophenyl residue gave phenylthiomethylpentanote 34. Reduction of the carbomethoxy function in phenylthiomethylpentanoate 34 with LAH, followed by Swern oxidation of the resuting alcohol 35 furnished pentanal 36. Wadsworth-Emmons reaction of the aldehyde 36 with trimethylphosphonoacetate provided the desired methyl 5-(phenylthiomethyl)-trans-2-heptenoate(22).

Mycotoxin(MT81)의 合成에 관한 硏究 : 4, 7-Dimethoxy-3-Phenylsulfonyl-1(3H)-Isobenzofuranone 4, 7-Dimethoxy-3-Phenylsulfonyl-1(3H)-Isobenzofuranone

조인호,이풍래,노영쇠,한병구 全北大學校 1986 論文集 Vol.28 No.-

4,7-Dimethoxy-3-phenylsulfonyl-1(3H)-isobenzofuranone(11), a key compound required for the regiospecific synthesis of the aglycone of new Mycotoxin(MT81) was synthesized via 8 step reaction sequence. Thus, the starting 2,5-dihydroxy benzoic acid(13) was converted to 2,5-dimethoxybenzoate 15, which was transformed into benzoic acid 16 by saponification. After converting the carboxylic function of the benzoic acid 16 into an acid chloride, it was reacted with methylamine to produce N-benzamide 18. Dilithiation on the benzamide 18 followed by treating the diamine with DMF, and then acidification gave dihydroisoindolone 19, which upon hydrolysis furnished phthaldehydic acid 20. Conversion of phthaldehydic acid 20 to sulfide 21 and oxidation of the resulting sulfide with mCPBA provided 3-phenylsulfonyl-1-(3H)-isobenzofuranone 11.