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새로운 Quinolone 誘導體의 合成에 關한 硏究(Ⅱ)
함원훈,고윤석,배형준,이기영,정영훈 성균관대학교 약학연구소 1995 成均藥硏論文集 Vol.7 No.1
Abstract - Palladium catalyzed cross-coupling reactions of aryl halides with organo tin reagents and π-sufficient aromatic heterocycles proceeded easily and efficiently during carbon-carbon bond formation. We used this method for the anti bacterial agents, and synthesis of new quinolone derivatives which have C-C bond at C-7 position of general quinolone moieties. Quinolone moieties, and aryl tin or aromatic heterocycles in the presence of palladium catalyst were coupled to afford new quinolone derivatives. The synthesis and structure-activity relationship are presented.
함원훈,임태균,정윤성,정윤호,양재권,최원철 성균관대학교 약학연구소 1993 成均藥硏論文集 Vol.5 No.1
Diltiazem and nifedipine, have been used throughout the world as an effective antianginal and antihypertensive agent. In order to increase the activity of these drugs, we synthesized the diltiazem-nifedipine coupling compounds. These compounds^(1-8) were tested for antihypertensive effect. Unfortunately, these compounds didn't show any promising activities.
α-Allenic alcohol의 Electrophile과의 반응에 관한 연구
함원훈,양재권,황현준,오창영,배형준 성균관대학교 약학연구소 1994 成均藥硏論文集 Vol.6 No.1
Electrophilic addition of the halogens and related X-Y reagents to alkenes and alkynes has been a standard procedure since the beginning of modern organic chemistry. Regio- and stereospecific addition of electrophiles to alkenes and alkynes have been used for many years for controlled introduction of special functional groups as well as for other more general synthetic purposes. More recently, electrophiles have been added to the list of synthetically useful reagents that undergo stereocontrolled addition to π-bonds. But, the study of allenes on electrophiles has not been attentioned so far. In this paper, we report allene's reactivity and its reaction pattern on electrophiles such as PhSeCl, p-TsOH, HG(OCOCF_3)_2 and NBS.
A Synthetic Approach Toward Neolemane
Ham, Won-Hun 成均館大學校 科學技術硏究所 1990 論文集 Vol.41 No.2
Neolemane의 합성에 기본골격인 6/8 bicyclic ring system(9)을 Key intermediate (10)를 aliphatic claisen rearrangement 반응을 이용하여 만들려고 시도하였다. 3-isobutoxy -5.6-dim-ethylcyclohex-2-en-1-one (13)과 여러 가지 alkylating reagentes(methyl acrylate, 3-[(Trimethylsily) oxy]-1-bromopropane, allye bromide, 3-butenyl chloride, and cis-3-chloroacrylate) 반응에서 합성된 물질들을 이용하여 Key intermediate (10)의 합성을 시도하였다. 위의 반응들의 반응성, 반응 조건 등을 상세히 서술하였다.
Piperine 誘導體[5-(3-methoxy-4-hydroxyphenyl)-2,4-pentadienoic acid amides]의 合成 硏究
林中基,咸元勳,崔然喆 성균관대학교 약학연구소 1990 成均藥硏論文集 Vol.2 No.1
Abstract-Some 5-(3-methoxy-4-hydroxyphenyl)-2,4-pentadienoic acid amides were synthesized for searching new anticonvulsant agents. The amides could be synthesized by condensation of protected vaniline with crotonic acid amides in the presence of sodium amide. A MOM Ether(methoxymethyl ether) was used to protect one phenolic hydroxyl group of vaniline. MOM Ether was selectively cleaved on exposure to 1 : 1 THF-6N hydrochloric acid.
임중기,함원훈,박호군 성균관대학교 약학연구소 1990 成均藥硏論文集 Vol.2 No.1
Abstracts-Prostaglandins exhibit diverse pharmacological properties and are now recognized as local hormones that control a multitude of important physiological process. (R)-4-hydroxy-2-cyclope-ntenone is a very useful intermediate to synthesize the prostaglandin derivatives. The optically active cyclopentenone building blocks were synthesized in various ways ; by resoultion of the racemic hydroxy ketone ; by preparation from chiral natural products via resolved synthetic intermediates, by asymmetric synthesis, by microbial or enzymatic techniques, etc. The hydroxy ketone can be produced by preparation from chiral building block via microbial organisms. The key chiral building block is dimethyl-5-hydroxy-4R-hydroxy-2-oxopentane phosphate which can be synthesized the optically active cyclpentenone via Horner Emmon reaction. This paper describes the preparation of the chiral diol compound 2 in detail.