KR960701062A - 효소적 아실화 후 세파클로르의 개선된 단리 방법(improved process for isolation of cefaclor after enzymatic acylation) - Google Patents
효소적 아실화 후 세파클로르의 개선된 단리 방법(improved process for isolation of cefaclor after enzymatic acylation) Download PDFInfo
- Publication number
- KR960701062A KR960701062A KR1019950703233A KR19950703233A KR960701062A KR 960701062 A KR960701062 A KR 960701062A KR 1019950703233 A KR1019950703233 A KR 1019950703233A KR 19950703233 A KR19950703233 A KR 19950703233A KR 960701062 A KR960701062 A KR 960701062A
- Authority
- KR
- South Korea
- Prior art keywords
- enzymatic acylation
- reaction mixture
- anthraquinone
- acylation reaction
- disulfonic acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract 11
- 238000005917 acylation reaction Methods 0.000 title claims abstract 7
- 238000002955 isolation Methods 0.000 title abstract 2
- 230000010933 acylation Effects 0.000 title 2
- 230000002255 enzymatic effect Effects 0.000 title 2
- WKJGTOYAEQDNIA-IOOZKYRYSA-N (6r,7r)-7-[[(2r)-2-amino-2-phenylacetyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrate Chemical compound O.C1([C@H](C(=O)N[C@@H]2C(N3C(=C(Cl)CS[C@@H]32)C(O)=O)=O)N)=CC=CC=C1 WKJGTOYAEQDNIA-IOOZKYRYSA-N 0.000 title 1
- 229960005361 cefaclor Drugs 0.000 title 1
- 239000011541 reaction mixture Substances 0.000 claims abstract 5
- OZTBHAGJSKTDGM-UHFFFAOYSA-N 9,10-dioxoanthracene-1,5-disulfonic acid Chemical compound O=C1C=2C(S(=O)(=O)O)=CC=CC=2C(=O)C2=C1C=CC=C2S(O)(=O)=O OZTBHAGJSKTDGM-UHFFFAOYSA-N 0.000 claims abstract 4
- 239000002253 acid Substances 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims abstract 2
- 150000003839 salts Chemical class 0.000 claims 4
- PTKWYSNDTXDBIZ-UHFFFAOYSA-N 9,10-dioxoanthracene-1,2-disulfonic acid Chemical class C1=CC=C2C(=O)C3=C(S(O)(=O)=O)C(S(=O)(=O)O)=CC=C3C(=O)C2=C1 PTKWYSNDTXDBIZ-UHFFFAOYSA-N 0.000 claims 1
- ZGUNAGUHMKGQNY-ZETCQYMHSA-N L-alpha-phenylglycine zwitterion Chemical compound OC(=O)[C@@H](N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-ZETCQYMHSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- BHFLUDRTVIDDOR-MRVPVSSYSA-N methyl (2r)-2-amino-2-phenylacetate Chemical compound COC(=O)[C@H](N)C1=CC=CC=C1 BHFLUDRTVIDDOR-MRVPVSSYSA-N 0.000 claims 1
- 238000011084 recovery Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/02—Preparation
- C07D501/12—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
본 발명은 아실화 반응 혼합물에 안트라퀴논-1,5-디설폰산을 첨가하므로써 상기 혼합물로부터 세파클로르를 단리시키는 방법을 제공한다. 상기 산은 세파클로르에 의해 상당히 선택적으로 침전되기 때문에 단리 및 회수가 능률적이다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (9)
- 아실화 반응 혼합물에 안트라퀴논-1,5-디설폰산 또는 그의 앙칼리 금속 염을 첨가하여 2:1의 세파클로르/안트라퀴논-1,5-디설폰산 염을 생성시킴을 포함하는, 상기 혼합물로부터 세파클로르 또는 그의 염을 단리시키는 방법.
- 제1항에 있어서, 상기 아실화 반응 혼합물이 하기 구조식의 화합물을 포함하는 방법:
- 제2항에 있어서, 상기 아실화 반응 혼합물이 페닐글리신 또는 그의 염을 포함하는 방법.
- 제3항에 있어서, 상기 아실화 반응 혼합물이 D-페닐글리신 메틸에스테르 또는 그의 염을 포함하는 방법.
- 제1항에 있어서, 상기 안트라퀴논-1,5-디설폰산을 세파클로로의 몰당 약 0.5몰 내지 약 2몰의 양으로 첨가하는 방법.
- 제1항에 있어서, 추가의 단계를 약 1.0 내지 4.0의 pH 및 약 0℃ 내지 약 25℃의 온도에서 수행하는 방법.
- 제1항에 있어서, 상기 세파클로르/안트라퀴논 디설폰산 염을 단리시키는 단계를 또한 포함하는 방법.
- 제5항에 있어서, 상기 산을 세파클로르의 몰당 약 0.5 내지 약 0.7몰의 양으로 첨가하는 방법.
- 제6항에 있어서, pH가 약 1.3 내지 약 1.7이고, 온도가 0℃ 내지 10℃인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/014,015 | 1993-02-05 | ||
| US08/014,015 US5434259A (en) | 1993-02-05 | 1993-02-05 | Process for isolation of cefaclor after enzymatic acylation |
| PCT/US1994/001375 WO1994018209A1 (en) | 1993-02-05 | 1994-02-07 | Improved process for isolation of cefaclor after enzymatic acylation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR960701062A true KR960701062A (ko) | 1996-02-24 |
Family
ID=21763032
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019950703233A KR960701062A (ko) | 1993-02-05 | 1994-02-07 | 효소적 아실화 후 세파클로르의 개선된 단리 방법(improved process for isolation of cefaclor after enzymatic acylation) |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US5434259A (ko) |
| EP (1) | EP0682669A4 (ko) |
| JP (1) | JPH08506814A (ko) |
| KR (1) | KR960701062A (ko) |
| CN (1) | CN1042535C (ko) |
| AU (1) | AU679209B2 (ko) |
| BR (1) | BR9405684A (ko) |
| CA (1) | CA2155530A1 (ko) |
| CZ (1) | CZ285380B6 (ko) |
| FI (1) | FI953728A (ko) |
| HU (1) | HU219601B (ko) |
| NO (1) | NO953060D0 (ko) |
| NZ (1) | NZ262290A (ko) |
| PL (1) | PL174952B1 (ko) |
| RU (1) | RU2126411C1 (ko) |
| UA (1) | UA41910C2 (ko) |
| WO (1) | WO1994018209A1 (ko) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006117616A1 (en) * | 2005-05-03 | 2006-11-09 | Ranbaxy Laboratories Limited | Polymorphic form i of lumefantrine and processes for its preparation |
| CN111057072A (zh) * | 2019-12-16 | 2020-04-24 | 广州维奥康药业科技有限公司 | 一种头孢克洛杂质去除方法 |
| CN112574233A (zh) * | 2020-12-30 | 2021-03-30 | 苏州盛达药业有限公司 | 头孢克洛原料药 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3676434A (en) * | 1970-07-29 | 1972-07-11 | Lilly Co Eli | Cephalosporin salts |
| JPS5548797B1 (ko) * | 1971-04-02 | 1980-12-08 | ||
| KR0135979B1 (ko) * | 1988-05-13 | 1998-04-25 | 메리 앤 터커 | 모액으로부터의 항생물질 회수방법 및 그의 약학적으로 허용할 수 있는 신규한 염 |
-
1993
- 1993-02-05 US US08/014,015 patent/US5434259A/en not_active Expired - Fee Related
-
1994
- 1994-02-07 KR KR1019950703233A patent/KR960701062A/ko active IP Right Grant
- 1994-02-07 BR BR9405684A patent/BR9405684A/pt not_active Application Discontinuation
- 1994-02-07 CN CN94191513A patent/CN1042535C/zh not_active Expired - Fee Related
- 1994-02-07 CA CA002155530A patent/CA2155530A1/en not_active Abandoned
- 1994-02-07 PL PL94310113A patent/PL174952B1/pl unknown
- 1994-02-07 EP EP94908733A patent/EP0682669A4/en not_active Ceased
- 1994-02-07 UA UA95083663A patent/UA41910C2/uk unknown
- 1994-02-07 CZ CZ952006A patent/CZ285380B6/cs not_active IP Right Cessation
- 1994-02-07 WO PCT/US1994/001375 patent/WO1994018209A1/en not_active Application Discontinuation
- 1994-02-07 JP JP6518295A patent/JPH08506814A/ja not_active Ceased
- 1994-02-07 AU AU61717/94A patent/AU679209B2/en not_active Ceased
- 1994-02-07 RU RU95118294A patent/RU2126411C1/ru active
- 1994-02-07 NZ NZ262290A patent/NZ262290A/en unknown
- 1994-02-07 HU HU9502321A patent/HU219601B/hu not_active IP Right Cessation
-
1995
- 1995-08-03 NO NO953060A patent/NO953060D0/no not_active Application Discontinuation
- 1995-08-04 FI FI953728A patent/FI953728A/fi unknown
Also Published As
| Publication number | Publication date |
|---|---|
| HUT72402A (en) | 1996-04-29 |
| AU6171794A (en) | 1994-08-29 |
| HU219601B (hu) | 2001-05-28 |
| US5434259A (en) | 1995-07-18 |
| PL310113A1 (en) | 1995-11-27 |
| CN1119439A (zh) | 1996-03-27 |
| WO1994018209A1 (en) | 1994-08-18 |
| JPH08506814A (ja) | 1996-07-23 |
| EP0682669A4 (en) | 1996-04-10 |
| EP0682669A1 (en) | 1995-11-22 |
| RU2126411C1 (ru) | 1999-02-20 |
| AU679209B2 (en) | 1997-06-26 |
| BR9405684A (pt) | 1995-11-21 |
| UA41910C2 (uk) | 2001-10-15 |
| CA2155530A1 (en) | 1994-08-18 |
| CZ285380B6 (cs) | 1999-07-14 |
| CN1042535C (zh) | 1999-03-17 |
| FI953728A0 (fi) | 1995-08-04 |
| CZ9502006A3 (en) | 1995-12-13 |
| PL174952B1 (pl) | 1998-10-30 |
| FI953728A (fi) | 1995-09-12 |
| NO953060L (no) | 1995-08-03 |
| NZ262290A (en) | 1998-08-26 |
| NO953060D0 (no) | 1995-08-03 |
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