KR850000963B1 - N-메틸 11-아자-10-데옥소-10-디하이드로 에리스로마이신 a 및 그 중간체의 제조방법 - Google Patents
N-메틸 11-아자-10-데옥소-10-디하이드로 에리스로마이신 a 및 그 중간체의 제조방법 Download PDFInfo
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- KR850000963B1 KR850000963B1 KR1019830003895A KR830003895A KR850000963B1 KR 850000963 B1 KR850000963 B1 KR 850000963B1 KR 1019830003895 A KR1019830003895 A KR 1019830003895A KR 830003895 A KR830003895 A KR 830003895A KR 850000963 B1 KR850000963 B1 KR 850000963B1
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- aza
- methyl
- deoxo
- compound
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- 238000000034 method Methods 0.000 title claims description 21
- MQTOSJVFKKJCRP-BICOPXKESA-N azithromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)N(C)C[C@H](C)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 MQTOSJVFKKJCRP-BICOPXKESA-N 0.000 title claims description 19
- 239000000543 intermediate Substances 0.000 title abstract description 7
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- 229910019023 PtO Inorganic materials 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 241000191940 Staphylococcus Species 0.000 description 1
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- 241000193996 Streptococcus pyogenes Species 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000010933 acylation Effects 0.000 description 1
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- 150000001298 alcohols Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
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- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
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- 239000003974 emollient agent Substances 0.000 description 1
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- 150000002334 glycols Chemical class 0.000 description 1
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- IWYDHOAUDWTVEP-UHFFFAOYSA-M mandelate Chemical compound [O-]C(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-M 0.000 description 1
- 229910052987 metal hydride Inorganic materials 0.000 description 1
- 150000004681 metal hydrides Chemical class 0.000 description 1
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- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
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- 229910052763 palladium Inorganic materials 0.000 description 1
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- 150000002978 peroxides Chemical class 0.000 description 1
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- 230000000144 pharmacologic effect Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
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- 229910052703 rhodium Inorganic materials 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
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- 150000003335 secondary amines Chemical group 0.000 description 1
- 238000013207 serial dilution Methods 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
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- 239000008107 starch Substances 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 239000007929 subcutaneous injection Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
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- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
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- 239000011995 wilkinson's catalyst Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US441981 | 1982-11-15 | ||
| US06/441,981 US4474768A (en) | 1982-07-19 | 1982-11-15 | N-Methyl 11-aza-10-deoxo-10-dihydro-erytromycin A, intermediates therefor |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR840006671A KR840006671A (ko) | 1984-12-01 |
| KR850000963B1 true KR850000963B1 (ko) | 1985-07-02 |
Family
ID=23755074
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019830003895A Expired KR850000963B1 (ko) | 1982-11-15 | 1983-08-20 | N-메틸 11-아자-10-데옥소-10-디하이드로 에리스로마이신 a 및 그 중간체의 제조방법 |
Country Status (9)
| Country | Link |
|---|---|
| KR (1) | KR850000963B1 (enExample) |
| CS (1) | CS241533B2 (enExample) |
| DD (1) | DD215787A5 (enExample) |
| EG (1) | EG16882A (enExample) |
| ES (3) | ES8602838A1 (enExample) |
| GR (1) | GR77556B (enExample) |
| PL (1) | PL141924B1 (enExample) |
| SU (1) | SU1274626A3 (enExample) |
| YU (2) | YU42885B (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5527780A (en) * | 1992-11-05 | 1996-06-18 | Roussel Uclaf | Erythromycin derivatives |
| CN110655544A (zh) * | 2018-06-28 | 2020-01-07 | 洛阳惠中兽药有限公司 | 一种加米霉素有关物质的分离、制备及纯化方法 |
-
1983
- 1983-07-26 GR GR72035A patent/GR77556B/el unknown
- 1983-08-03 CS CS835758A patent/CS241533B2/cs unknown
- 1983-08-19 PL PL1983243473A patent/PL141924B1/pl unknown
- 1983-08-19 DD DD83254089A patent/DD215787A5/de not_active IP Right Cessation
- 1983-08-20 KR KR1019830003895A patent/KR850000963B1/ko not_active Expired
- 1983-08-22 SU SU833635803A patent/SU1274626A3/ru active
- 1983-10-14 YU YU2075/83A patent/YU42885B/xx unknown
- 1983-11-14 ES ES527250A patent/ES8602838A1/es not_active Expired
- 1983-11-15 EG EG716/83A patent/EG16882A/xx active
-
1985
- 1985-07-04 ES ES544877A patent/ES8604250A1/es not_active Expired
- 1985-07-04 ES ES544878A patent/ES8604251A1/es not_active Expired
- 1985-08-21 YU YU1332/85A patent/YU44519B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL243473A1 (en) | 1984-07-30 |
| GR77556B (enExample) | 1984-09-24 |
| YU207583A (en) | 1985-12-31 |
| ES527250A0 (es) | 1985-12-01 |
| PL141924B1 (en) | 1987-09-30 |
| ES8602838A1 (es) | 1985-12-01 |
| ES8604250A1 (es) | 1986-01-16 |
| ES544878A0 (es) | 1986-01-16 |
| ES544877A0 (es) | 1986-01-16 |
| ES8604251A1 (es) | 1986-01-16 |
| YU44519B (en) | 1990-08-31 |
| KR840006671A (ko) | 1984-12-01 |
| DD215787A5 (de) | 1984-11-21 |
| CS575883A2 (en) | 1985-08-15 |
| SU1274626A3 (ru) | 1986-11-30 |
| EG16882A (en) | 1989-06-30 |
| YU133285A (en) | 1986-02-28 |
| YU42885B (en) | 1988-12-31 |
| CS241533B2 (en) | 1986-03-13 |
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