KR850001228A - (8s)-8-플루오로에리트로마이신의 제조방법 - Google Patents
(8s)-8-플루오로에리트로마이신의 제조방법 Download PDFInfo
- Publication number
- KR850001228A KR850001228A KR1019840004192A KR840004192A KR850001228A KR 850001228 A KR850001228 A KR 850001228A KR 1019840004192 A KR1019840004192 A KR 1019840004192A KR 840004192 A KR840004192 A KR 840004192A KR 850001228 A KR850001228 A KR 850001228A
- Authority
- KR
- South Korea
- Prior art keywords
- fluorination
- fluoroerythromycin
- hemichetal
- carried out
- preparation
- Prior art date
Links
- XOEUHCONYHZURQ-HNUBZJOYSA-N flurithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@@](C)(F)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 XOEUHCONYHZURQ-HNUBZJOYSA-N 0.000 title claims 4
- 238000002360 preparation method Methods 0.000 title claims 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 6
- 238000000034 method Methods 0.000 claims 6
- 238000003682 fluorination reaction Methods 0.000 claims 5
- XHFXMNZYIKFCPN-UHFFFAOYSA-N perchloryl fluoride Chemical compound FCl(=O)(=O)=O XHFXMNZYIKFCPN-UHFFFAOYSA-N 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- BSCHIACBONPEOB-UHFFFAOYSA-N oxolane;hydrate Chemical compound O.C1CCOC1 BSCHIACBONPEOB-UHFFFAOYSA-N 0.000 claims 1
- OENLEHTYJXMVBG-UHFFFAOYSA-N pyridine;hydrate Chemical compound [OH-].C1=CC=[NH+]C=C1 OENLEHTYJXMVBG-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Investigating Or Analyzing Materials By The Use Of Ultrasonic Waves (AREA)
- Measurement Of The Respiration, Hearing Ability, Form, And Blood Characteristics Of Living Organisms (AREA)
- Carbon And Carbon Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Crystals, And After-Treatments Of Crystals (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (6)
- 하기 일반식(II)의 8,9-안히드로에리트로마이신 6,9-헤미케탈을 퍼클로릴 플루오리드로 불소화시킴을 특징으로 하는 하기 일반식(I)의 (8S)-8-플루오로에리트로마이신의 제조방법 :윗 식에서,(8S)-8-플루오로에리트로마이신 A의 경우 R1은 OH이고 R2는 CH3이며, (8S)-8-플루오로에리트로마이신 B의 경우 R1은 H이고, R2는 CH3이며, (8S)-8-플루오로에리트로마이신 C인 경우 R1은 OH이고, R2는 H이며, (8S)-8-플루오로에리트로마이신 D인 경우 R1은 H이고 R2는 H임.
- 제1항에 있어서, 불소화를 -5˚~+50℃(약 0℃가 적합함)에서 행함을 특징으로 하는 방법.
- 제1항에 있어서, 불소화를 8,9-안히드로에리트로마이신 6,9-헤미케탈의 초산 용액을 물테트라히드로푸란 또는 물-피리딘으로 희석시킨 용액에 퍼클로릴 플루오리드를 기포형식으로 주입시켜서 행함을 특징으로 하는 방법.
- 제1항에 있어서, 불소화를 pH4내지 7에서 행함을 특징으로 하는 방법.
- 제1항에 있어서, 불소화를 조절된 pH에서 상기 8,9-안히드로 리에트로마이신 6,9-헤미케탈의 초산용액을 퍼클로릴 플루오리드와 접촉시켜 행함을 특징으로 하는 방법.
- 제1항에 있어서, R1이 히드록시이고 R2는 메틸인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT22104A/83 | 1983-07-18 | ||
| IT22104/83A IT1163796B (it) | 1983-07-18 | 1983-07-18 | Procedimento per la preparazione di (8s)-8-fluoroeritromicina |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR850001228A true KR850001228A (ko) | 1985-03-16 |
| KR910008110B1 KR910008110B1 (ko) | 1991-10-10 |
Family
ID=11191551
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840004192A KR910008110B1 (ko) | 1983-07-18 | 1984-07-16 | (8s)-8-플루오로에리트로마이신의 제조 방법 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4673736A (ko) |
| EP (1) | EP0135207B1 (ko) |
| JP (1) | JPS6038394A (ko) |
| KR (1) | KR910008110B1 (ko) |
| AT (1) | ATE40893T1 (ko) |
| CA (1) | CA1223253A (ko) |
| DE (1) | DE3476804D1 (ko) |
| FI (1) | FI74288C (ko) |
| IT (1) | IT1163796B (ko) |
| PH (1) | PH21033A (ko) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5175150A (en) * | 1985-08-31 | 1992-12-29 | Kitasato, Kenkyusho | Erythromycin derivative |
| US4876245A (en) * | 1986-12-22 | 1989-10-24 | Daikin Industries Ltd. | Fluorine-containing macrolide compounds and their use |
| US5393743A (en) * | 1993-07-06 | 1995-02-28 | Abbott Laboratories | Erythromycin derivatives |
| US5552533A (en) * | 1994-09-14 | 1996-09-03 | Alliedsignal Inc. | Preparation of (8S)-8-fluoroerythromycins with N-F fluorinating agents |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0056291B1 (en) * | 1981-01-09 | 1986-01-08 | Pierrel S.p.A. | Novel semisynthetic macrolidic antibiotics, microbiological processes for their preparation and related microorganism, novel intermediate compounds for their preparation and related pharmaceutical compositions containing them |
| IT1195299B (it) * | 1981-11-27 | 1988-10-12 | Pierrel Spa | Procedimento chimico di sintesi per la preparazione di antibiotici macrolidici |
-
1983
- 1983-07-18 IT IT22104/83A patent/IT1163796B/it active
-
1984
- 1984-07-10 EP EP84201002A patent/EP0135207B1/en not_active Expired
- 1984-07-10 DE DE8484201002T patent/DE3476804D1/de not_active Expired
- 1984-07-10 AT AT84201002T patent/ATE40893T1/de not_active IP Right Cessation
- 1984-07-11 US US06/629,768 patent/US4673736A/en not_active Expired - Lifetime
- 1984-07-16 KR KR1019840004192A patent/KR910008110B1/ko not_active IP Right Cessation
- 1984-07-16 PH PH30988A patent/PH21033A/en unknown
- 1984-07-16 CA CA000458987A patent/CA1223253A/en not_active Expired
- 1984-07-17 JP JP59147026A patent/JPS6038394A/ja active Granted
- 1984-07-18 FI FI842894A patent/FI74288C/fi not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IT8322104A0 (it) | 1983-07-18 |
| JPS6038394A (ja) | 1985-02-27 |
| IT1163796B (it) | 1987-04-08 |
| ATE40893T1 (de) | 1989-03-15 |
| KR910008110B1 (ko) | 1991-10-10 |
| DE3476804D1 (en) | 1989-03-30 |
| EP0135207B1 (en) | 1989-02-22 |
| FI842894A (fi) | 1985-01-19 |
| JPH0566396B2 (ko) | 1993-09-21 |
| FI842894A0 (fi) | 1984-07-18 |
| FI74288B (fi) | 1987-09-30 |
| FI74288C (fi) | 1988-01-11 |
| EP0135207A1 (en) | 1985-03-27 |
| CA1223253A (en) | 1987-06-23 |
| US4673736A (en) | 1987-06-16 |
| PH21033A (en) | 1987-06-30 |
| IT8322104A1 (it) | 1985-01-18 |
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| A201 | Request for examination | ||
| G160 | Decision to publish patent application | ||
| E701 | Decision to grant or registration of patent right | ||
| GRNT | Written decision to grant | ||
| FPAY | Annual fee payment |
Payment date: 20021002 Year of fee payment: 12 |
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