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1. 发明公开

KR1020000065691A 항진균제용 터비나핀 및 그 염산염의 제조방법 有权
标题翻译：作为抗生素剂及其盐酸盐的生产酪氨酸蛋白酶
公开(公告)号：KR1020000065691A
公开(公告)日：2000-11-15
申请号：KR1019990012298
申请日：1999-04-08
申请人： 주식회사 씨트리 , 한솔케미언스 주식회사 , 고려제약주식회사
发明人： 이태석 , 안현숙 , 유창현 , 김경수 , 육진수 , 오성수 , 주소경 , 김완주
IPC分类号： C07C209/68
摘要： PURPOSE: A process for preparing the titled compound by using N-methyl-1-naphthalenemethaneamine or its hydrochloric acid salt and 1,3-dichloropropene as a starting material and reacting in the presence of a palladium catalyst system and an alkali is provided which produces a terbinafine compound in high yield and inhibits side reactions. CONSTITUTION: N-methyl-1-naphthalenemethaneamine or its hydrochloric acid salt and 1,3-dichloropropene are reacted with 0.5 to 5% by mole of a palladium catalyst selected from (PPh3)2PdCl2, (PhCN)2PdCl2 or (PPh3)4Pd in a nonpolar solvent in the presence of an alkali at 0 to 50°C for 1 to 2 hr to give N-methyl-N-(3-chloro-1-propene-2-yl)-naphthalenemethaneamine of formula (II), which is added with cul and amine, 3,3-dimethyl-1-butine successively to give (E)-terbinafine of formula (I).
摘要翻译：目的：提供使用N-甲基-1-萘甲烷或其盐酸盐和1,3-二氯丙烯作为原料并在钯催化剂体系和碱的存在下反应制备标题化合物的方法，其产生特比萘芬化合物高产量并抑制副反应。构成：将N-甲基-1-萘甲烷或其盐酸盐和1,3-二氯丙烯与0.5〜5摩尔％的选自（PPh 3）2 PdCl 2，（PhCN）2 PdCl 2或（PPh 3）4 Pd的钯催化剂反应，非碱性溶剂，在碱存在下，在0〜50℃下反应1〜2小时，得到式（II）的N-甲基-N-（3-氯-1-丙烯-2-基） - 萘甲烷胺，其中加入苦味胺和3,3-二甲基-1-丁胺，得到式（I）的（E） - 喋呤。

2. 发明授权

KR100293121B1 항진균제용 터비나핀 및 그 염산염의 제조방법 有权
标题翻译：特比萘芬及其盐酸盐作为抗真菌剂的制备方法
公开(公告)号：KR100293121B1
公开(公告)日：2001-06-15
申请号：KR1019990012298
申请日：1999-04-08
申请人： 주식회사 씨트리 , 한솔케미언스 주식회사 , 고려제약주식회사
发明人： 이태석 , 안현숙 , 유창현 , 김경수 , 육진수 , 오성수 , 주소경 , 김완주
IPC分类号： C07C209/68
摘要： 본발명은항진균제로서광범위한약효를갖는다음의구조식 (I)과 (Ia)로표시되는터비나핀및 그염산염의신규한제조방법을제공하기위한것이다. 본발명의방법은각 반응단계에서가장반응성이좋은촉매를선택함으로써하나의반응기에서약 2 내지 4시간의짧은시간내에반응을효율적으로수행하여터비나핀염산염을고순도, 고수율(약 70.5%)로합성하는것이다.

3. 发明授权

KR100317907B1 신규한 중간체, 이를 이용한 마크로라이드계 항생제의제조방법 有权
标题翻译：用于从其制备大环内酯类抗生素的新型中间体方法
公开(公告)号：KR100317907B1
公开(公告)日：2001-12-24
申请号：KR1019990050802
申请日：1999-11-16
申请人： 주식회사 씨트리 , 한솔케미언스 주식회사 , 고려제약주식회사
发明人： 이태석 , 유창현 , 김경수 , 안현숙 , 김중영 , 김완주
IPC分类号： C07H17/08
CPC分类号： C07H17/08 , Y02P20/55
摘要： 본발명은안트라닐산으로부터간단히합성할수 있는 1,3-벤조디티올-2-일리움테트라플루오로보레이트(BDTF)를옥심의보호기로서적절히사용하여, 마크로라이드계항생제로서광범위한항균력을가지는클라리스로마이신을고순도및 고수율로제조하는방법을제공한다. 또한, 본발명은생성된 1,3-벤조디티올-2-술폰산(BDSA)기가클라리스로마이신의염을형성하고, 상기염이반응용액중에서바로결정으로석출됨으로써, 정제단계를획기적으로단순화시켜서, 클라리스로마이신을제조할수 있는방법을제공한다.

4. 发明公开

KR1020000057013A 신규한 중간체, 이를 이용한 마크로라이드계 항생제의제조방법 有权
标题翻译：新型中间体及其制备方法
公开(公告)号：KR1020000057013A
公开(公告)日：2000-09-15
申请号：KR1019990050802
申请日：1999-11-16
申请人： 주식회사 씨트리 , 한솔케미언스 주식회사 , 고려제약주식회사
发明人： 이태석 , 유창현 , 김경수 , 안현숙 , 김중영 , 김완주
IPC分类号： C07H17/08
CPC分类号： C07H17/08 , Y02P20/55
摘要： PURPOSE: A method for the preparation of macrolide antibiotic agent, clarithromycin, represented by structural formula (1) is provided. Also, provided is a method for preparing clarithromycin from 1,3-benzodithiol-2-sulfonic acid group that forms clarithromycin salt which precipitates into crystals in reaction solution thereof, thereby purification step of clarithromycin is significantly simplified. CONSTITUTION: A novel intermediate, erythromycin A 9-O-benxodithide oxime intermediate is useful for synthesis of clarthromycin prepared by reacting erythromycin A 9-Oxime or hydrochloride thereof with 1,3-benxodithiol-2-ylium tetrafluoroborate (BDTF) represented by formula (III), wherein Y1 and Y2 are hydrogen atoms or trimethylsilyl groups. Purified clarthromycin is prepared in a high yield which has broad antimicrobial activity as a macrolide antibiotic agent by using 1,3-benzodithiol-2-ylium tetrafluoroborate (BDFT), which can easily be synthesized from anthranilic acid and used as a protecting group for oxime.
摘要翻译：目的：提供一种以结构式（1）表示的大环内酯类抗生素，克拉霉素的制备方法。此外，提供从形成克拉霉素盐的1,3-苯并二硫醇-2-磺酸基制备克拉霉素的方法，其在其反应溶液中析出为结晶，从而显着简化了克拉霉素的纯化步骤。构成：一种新型的中间体红霉素A 9-O-苯基二硫代肟中间体可用于合成通过红霉素A9-肟或其盐酸盐与式（13）表示的1,3-苯二硫醇-2-基四氟硼酸盐（BDTF）反应制备的克拉霉素 III），其中Y1和Y2是氢原子或三甲基甲硅烷基。通过使用可以容易地从邻氨基苯甲酸合成并用作肟的保护基的1,3-苯并二硫醇-2-四氟硼酸盐（BDFT），以高产率制备具有广泛抗微生物活性的大环内酯类抗生素的纯化克拉霉素。

5. 发明授权

KR100430575B1 란소프라졸 및 그 중간체의 제조방법 失效
标题翻译： 란프프졸졸졸및법법법법법법법
公开(公告)号：KR100430575B1
公开(公告)日：2004-05-10
申请号：KR1020010008677
申请日：2001-02-21
申请人： 주식회사 씨트리 , 한솔케미언스 주식회사
发明人： 김경수 , 박종억 , 장정민 , 최재원 , 김명화 , 김완주 , 백용구 , 유용상
IPC分类号： C07D401/12
CPC分类号： C07D401/12
摘要： The present invention relates to a process for preparing lansoprazole of the following formula (I) and its intermediate, 2-[3-methyl-4(2,2,2-trifluoroethoxy)-2-pyridil]methylthio-1H-benzimidazole of the following formula (II), which comprises reacting 2-hydroxymethyl-3-methyl-4-(2,2,2-trifluoroethoxy) pyridine or its salt with 2-mercaptobenzimidazole in the presence of a halogenating agent and reaction solvent, and then oxidizing the resulting compound (II) with hydrogen peroxide in the presence of a benzeneseleninic acid catalyst and reaction solution to obtain lansoprazole(I).
摘要翻译：本发明涉及制备下式（I）的兰索拉唑及其中间体2- [3-甲基-4-（2,2,2-三氟乙氧基）-2-吡啶基]甲硫基-1H-苯并咪唑的方法其包括在卤化剂和反应溶剂存在下使2-羟甲基-3-甲基-4-（2,2,2-三氟乙氧基）吡啶或其盐与2-巯基苯并咪唑反应，然后氧化在苯亚磺酸催化剂和反应溶液存在下用过氧化氢将所得化合物（II）与所述化合物（II）反应以获得兰索拉唑（I）。

6. 发明授权

KR100408848B1 클래리스로마이신의 정제방법 失效
标题翻译： 클래리스로마이신의정제방법
公开(公告)号：KR100408848B1
公开(公告)日：2003-12-06
申请号：KR1020010012581
申请日：2001-03-12
申请人： 주식회사 씨트리 , 한솔케미언스 주식회사
发明人： 김완주 , 김경수 , 백용구 , 주소경 , 유정복 , 이동우 , 박성준 , 김상훈 , 장동조 , 김민수
IPC分类号： C07H17/08
摘要： PURPOSE: Provided is a purification process of clarithromycin, which is used for the treatment of stomach ulcer, has strong antibacterial effect and excellent pharmacological activity, in high yield and purity. CONSTITUTION: The purification process of clarithromycin, particularly 6-O-methylerythromycin of the formula(I), comprises the steps of: putting crystal type II of clarithromycin into a mixed solution of water, aqueous organic solvent, and non aqueous organic solvent; stirring the mixture and filtering it; washing it with water, aqueous organic solvent, and non aqueous organic solvent sequentially or with water and non aqueous organic solvent sequentially; then drying it to obtain pure clarithromycin.
摘要翻译：用途：提供克拉霉素纯化工艺，用于治疗胃溃疡，抗菌作用强，药理活性优良，收率高，纯度高。一种克拉霉素，特别是式（I）的6-O-甲基红霉素的纯化方法，包括以下步骤：将晶型II的克拉霉素放入水，有机溶剂水溶液和非水有机溶剂的混合溶液中; 搅拌混合物并过滤; 依次用水，含水有机溶剂和无水有机溶剂依次或用水和非水有机溶剂洗涤; 然后将其干燥以获得纯的克拉霉素。

7. 发明公开

KR1020020072642A 클래리스로마이신의 정제방법 失效
标题翻译：克拉霉素的纯化方法
公开(公告)号：KR1020020072642A
公开(公告)日：2002-09-18
申请号：KR1020010012581
申请日：2001-03-12
申请人： 주식회사 씨트리 , 한솔케미언스 주식회사
发明人： 김완주 , 김경수 , 백용구 , 주소경 , 유정복 , 이동우 , 박성준 , 김상훈 , 장동조 , 김민수
IPC分类号： C07H17/08
摘要： PURPOSE: Provided is a purification process of clarithromycin, which is used for the treatment of stomach ulcer, has strong antibacterial effect and excellent pharmacological activity, in high yield and purity. CONSTITUTION: The purification process of clarithromycin, particularly 6-O-methylerythromycin of the formula(I), comprises the steps of: putting crystal type II of clarithromycin into a mixed solution of water, aqueous organic solvent, and non aqueous organic solvent; stirring the mixture and filtering it; washing it with water, aqueous organic solvent, and non aqueous organic solvent sequentially or with water and non aqueous organic solvent sequentially; then drying it to obtain pure clarithromycin.
摘要翻译：目的：提供克拉霉素的纯化方法，用于治疗胃溃疡，具有很强的抗菌作用和优异的药理活性，产率高，纯度高。构成：克拉霉素，特别是式（I）的6-O-甲基红霉素的纯化过程包括以下步骤：将克拉霉素的晶型II放入水，有机有机溶剂和非水有机溶剂的混合溶液中; 搅拌混合物并过滤; 依次用水，有机有机溶剂和非水有机溶剂洗涤，或依次用水和非水有机溶剂洗涤; 然后干燥得到纯的克拉霉素。

8. 发明公开

KR1020020068592A 란소프라졸 및 그 중간체의 제조방법 失效
标题翻译：制备兰索唑及其中间体的方法
公开(公告)号：KR1020020068592A
公开(公告)日：2002-08-28
申请号：KR1020010008677
申请日：2001-02-21
申请人： 주식회사 씨트리 , 한솔케미언스 주식회사
发明人： 김경수 , 박종억 , 장정민 , 최재원 , 김명화 , 김완주 , 백용구 , 유용상
IPC分类号： C07D401/12
CPC分类号： C07D401/12
摘要： PURPOSE: Provided is a method of preparing 2-(3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl)methylsulfinyl-1H-benzimidazol(hereinafter referred to lansoprazole) and its intermediate, 2-(3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl)methylthio-1H-benzimidazol. CONSTITUTION: Lansoprazole of the formula(I) is manufactured by; reacting 2-hydroxymethyl-3-methyl-4-(2,2,2-trifluroroethoxy)pyridine or its salt with a halogenating agent or an additive in a reaction solution to manufacture its intermediate, 2-(3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl)methylthio-1H-benzimidazol, of the formula(II) in high yield; and oxidizing it with hydrogen peroxide under the presence of a reaction solution and acid catalyst.
摘要翻译：目的：提供2-（3-甲基-4-（2,2,2-三氟乙氧基）-2-吡啶基）甲基亚磺酰基-1H-苯并咪唑（以下称为兰索拉唑）及其中间体2-（3 甲基-4-（2,2,2-三氟乙氧基）-2-吡啶基）甲硫基-1H-苯并咪唑。组成：式（I）的兰索拉唑由将2-羟甲基-3-甲基-4-（2,2,2-三氟乙氧基）吡啶或其盐与卤化剂或添加剂在反应溶液中反应制备其中间体2-（3-甲基-4-（ 2,2,2-三氟乙氧基）-2-吡啶基）甲硫基-1H-苯并咪唑，高产率的式（II）并在反应溶液和酸催化剂存在下用过氧化氢氧化。

9. 发明授权

KR101574252B1 고체상 펩타이드 합성법을 이용한 신규한 탈티렐린의 제조 방법 有权
标题翻译：通过固相肽合成方法新型制备塔列瑞林
公开(公告)号：KR101574252B1
公开(公告)日：2015-12-04
申请号：KR1020100117259
申请日：2010-11-24
申请人： 주식회사 씨트리
发明人： 김석인 , 김도영 , 임채영 , 정기훈 , 김주성 , 주소경 , 김완주
IPC分类号： C07D403/14 , A61K31/506
摘要： 본발명에서는고체상펩타이드합성법을이용하여각 단계마다의정제와동결건조없이단시간내에용이하게탈티렐린을합성할수 있는방법이제공된다. 본발명의제조방법에의한탈티렐린을합성은, 하나의반응기안에서모든단계의반응이이루어져대단히빠른속도로화합물의합성을종결시킬수 있고, HPLC 순도가 97% 이상으로최종화합물을확보하여단 한번의레진통과또는 HPLC 정제법을통하여원하는최종화합물을고 수율/순도로확보할수 있는장점을가지고있다.

10. 发明公开

KR1020130140992A 안전성이 높고 충방전 사이클 특성이 우수한 고전압 리튬이차전지용 양극재 有权
标题翻译：具有高稳定性和优异充电和放电循环的高电压锂离子电池的阴极材料
公开(公告)号：KR1020130140992A
公开(公告)日：2013-12-26
申请号：KR1020120064013
申请日：2012-06-15
申请人： 주식회사 씨트리
发明人： 장국진 , 유정복 , 김현지 , 육덕수 , 이주원 , 이덕희 , 주소경 , 김완주
IPC分类号： H01M4/525 , H01M4/58 , H01M4/13 , H01M10/052
CPC分类号： Y02E60/122 , Y02P70/54 , Y02T10/7011 , C01G51/42 , C01P2006/40 , H01M4/131 , H01M4/133 , H01M4/366 , H01M4/505 , H01M4/587 , H01M10/0525
摘要： The present invention provides cathode materials for a lithium secondary battery with high-voltage, high-capacity, and long life characteristics of a binary lithium composite oxide composed by coating a high voltage 5V first lithium oxide, which changes the stoichiometric ratio of a lithium element, with an electrochemically stable second lithium oxide. [Reference numerals] (AA) Design capacity 160 mAh;(BB) Charge and discharge rate 0.2 C;(CC) 128 mAh (80% Capacity, 90^th cycle);(DD) 127 mAh (80% capacity, 9^th cycle);(EE) Capacity (mAh);(FF) LNP coated with NMC;(GG) Only LNP;(HH) Number of cycle
摘要翻译：本发明提供了通过涂覆高电压5V第一氧化锂构成的二元锂复合氧化物的高电压，高容量和长寿命特性的锂二次电池用阴极材料，其改变了锂元素的化学计量比，具有电化学稳定的第二氧化锂。（AA）设计容量160mAh;（BB）充放电速率0.2C;（CC）128mAh（80％容量，第90次循环）;（DD）127mAh（80％容量，9 ^ （EE）容量（mAh）;（FF）涂覆NMC的LNP;（GG）仅LNP;（HH）循环次数

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