SU511007A3 - Способ получени 3,4дидезоксиканамицина в - Google Patents
Способ получени 3,4дидезоксиканамицина вInfo
- Publication number
- SU511007A3 SU511007A3 SU1685994A SU1685994A SU511007A3 SU 511007 A3 SU511007 A3 SU 511007A3 SU 1685994 A SU1685994 A SU 1685994A SU 1685994 A SU1685994 A SU 1685994A SU 511007 A3 SU511007 A3 SU 511007A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- water
- solution
- mixture
- synthesis
- derivative
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 13
- 239000000243 solution Substances 0.000 claims 12
- 239000000203 mixture Substances 0.000 claims 11
- 230000015572 biosynthetic process Effects 0.000 claims 9
- 238000003786 synthesis reaction Methods 0.000 claims 9
- 239000007787 solid Substances 0.000 claims 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 6
- 239000002244 precipitate Substances 0.000 claims 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 4
- SKKLOUVUUNMCJE-FQSMHNGLSA-N kanamycin B Chemical compound N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N SKKLOUVUUNMCJE-FQSMHNGLSA-N 0.000 claims 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 3
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 239000000047 product Substances 0.000 claims 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 3
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 claims 3
- 238000001228 spectrum Methods 0.000 claims 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 238000001914 filtration Methods 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 2
- 229910052938 sodium sulfate Inorganic materials 0.000 claims 2
- 235000011152 sodium sulphate Nutrition 0.000 claims 2
- 238000003756 stirring Methods 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- IAKOZHOLGAGEJT-UHFFFAOYSA-N 1,1,1-trichloro-2,2-bis(p-methoxyphenyl)-Ethane Chemical compound C1=CC(OC)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(OC)C=C1 IAKOZHOLGAGEJT-UHFFFAOYSA-N 0.000 claims 1
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims 1
- HEWZVZIVELJPQZ-UHFFFAOYSA-N 2,2-dimethoxypropane Chemical compound COC(C)(C)OC HEWZVZIVELJPQZ-UHFFFAOYSA-N 0.000 claims 1
- JUJWROOIHBZHMG-QYKNYGDISA-N 2-deuteriopyridine Chemical compound [2H]C1=CC=CC=N1 JUJWROOIHBZHMG-QYKNYGDISA-N 0.000 claims 1
- DYDCUQKUCUHJBH-UWTATZPHSA-N D-Cycloserine Chemical compound N[C@@H]1CONC1=O DYDCUQKUCUHJBH-UWTATZPHSA-N 0.000 claims 1
- 241001674048 Phthiraptera Species 0.000 claims 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims 1
- 241001122767 Theaceae Species 0.000 claims 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 1
- WUPZNKGVDMHMBS-UHFFFAOYSA-N azane;dihydrate Chemical compound [NH4+].[NH4+].[OH-].[OH-] WUPZNKGVDMHMBS-UHFFFAOYSA-N 0.000 claims 1
- OUZMUADBRDLBQY-UHFFFAOYSA-L barium(2+) dihydroxide nonahydrate Chemical compound O.O.O.O.O.O.O.O.O.[OH-].[Ba+2].[OH-] OUZMUADBRDLBQY-UHFFFAOYSA-L 0.000 claims 1
- 229960001192 bekanamycin Drugs 0.000 claims 1
- 150000001555 benzenes Chemical class 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 239000001569 carbon dioxide Substances 0.000 claims 1
- 229910002092 carbon dioxide Inorganic materials 0.000 claims 1
- 229920001429 chelating resin Polymers 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 239000013078 crystal Substances 0.000 claims 1
- 229960003077 cycloserine Drugs 0.000 claims 1
- VFNGKCDDZUSWLR-UHFFFAOYSA-N disulfuric acid Chemical group OS(=O)(=O)OS(O)(=O)=O VFNGKCDDZUSWLR-UHFFFAOYSA-N 0.000 claims 1
- 239000012458 free base Substances 0.000 claims 1
- 239000007789 gas Substances 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- 238000002347 injection Methods 0.000 claims 1
- 239000007924 injection Substances 0.000 claims 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 claims 1
- 239000003456 ion exchange resin Substances 0.000 claims 1
- 229920003303 ion-exchange polymer Polymers 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- SBUJHOSQTJFQJX-NOAMYHISSA-N kanamycin Chemical class O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N SBUJHOSQTJFQJX-NOAMYHISSA-N 0.000 claims 1
- 229930182824 kanamycin B Natural products 0.000 claims 1
- 240000004308 marijuana Species 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 claims 1
- -1 olkpl Chemical group 0.000 claims 1
- MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 229910003446 platinum oxide Inorganic materials 0.000 claims 1
- 102000004169 proteins and genes Human genes 0.000 claims 1
- 108090000623 proteins and genes Proteins 0.000 claims 1
- 239000013049 sediment Substances 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 235000009518 sodium iodide Nutrition 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 229910021653 sulphate ion Inorganic materials 0.000 claims 1
- 239000006228 supernatant Substances 0.000 claims 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/22—Cyclohexane rings, substituted by nitrogen atoms
- C07H15/222—Cyclohexane rings substituted by at least two nitrogen atoms
- C07H15/226—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings
- C07H15/234—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings attached to non-adjacent ring carbon atoms of the cyclohexane rings, e.g. kanamycins, tobramycin, nebramycin, gentamicin A2
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
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)
- Saccharide Compounds (AREA)
- Manufacture And Refinement Of Metals (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP45065760A JPS507595B1 (enrdf_load_stackoverflow) | 1970-07-29 | 1970-07-29 | |
| JP46030871A JPS5146110B1 (enrdf_load_stackoverflow) | 1971-05-11 | 1971-05-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU511007A3 true SU511007A3 (ru) | 1976-04-15 |
Family
ID=26369303
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1685994A SU511007A3 (ru) | 1970-07-29 | 1971-07-23 | Способ получени 3,4дидезоксиканамицина в |
Country Status (23)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2458931C2 (ru) * | 2006-06-02 | 2012-08-20 | Мейдзи Сейка Фарма Ко., Лтд. | Новые аминогликозидные антибиотики |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1537905A (en) * | 1975-12-09 | 1979-01-10 | Microbial Chem Res Found | Processes for the preparation of 3',4'-dideoxykanamycin b |
| JPS6029720B2 (ja) * | 1975-12-11 | 1985-07-12 | 財団法人微生物化学研究会 | ３′，４′‐ジデオキシカナマイシンｂの新規な製造法 |
| JPS52153942A (en) * | 1976-06-16 | 1977-12-21 | Microbial Chem Res Found | Preparation of kanamicin c deoxy derivatives and kanamicine c or its deoxy derivatives |
| JPS6052719B2 (ja) * | 1976-12-16 | 1985-11-20 | 財団法人微生物化学研究会 | ３′，４′−ジデオキシカナマイシンｂの新規な製造法 |
-
1971
- 1971-06-01 GB GB1831771A patent/GB1349302A/en not_active Expired
- 1971-06-02 IL IL36973A patent/IL36973A/xx unknown
- 1971-06-18 FI FI1744/71A patent/FI57596C/fi active
- 1971-06-23 ES ES392570A patent/ES392570A1/es not_active Expired
- 1971-06-25 CH CH937771A patent/CH552586A/xx not_active IP Right Cessation
- 1971-06-29 NL NL7109001.A patent/NL163219C/xx not_active IP Right Cessation
- 1971-07-19 HU HUZA335A patent/HU162704B/hu unknown
- 1971-07-23 SU SU1685994A patent/SU511007A3/ru active
- 1971-07-26 RO RO7100067797A patent/RO63815A/ro unknown
- 1971-07-27 YU YU1963/71A patent/YU35895B/xx unknown
- 1971-07-28 LU LU63625D patent/LU63625A1/xx unknown
- 1971-07-28 FR FR7128504A patent/FR2103935A5/fr not_active Expired
- 1971-07-28 PL PL1971149704A patent/PL83206B1/pl unknown
- 1971-07-28 NO NO2852/71A patent/NO134117C/no unknown
- 1971-07-28 AT AT657571A patent/AT320846B/de not_active IP Right Cessation
- 1971-07-28 CA CA119,288A patent/CA953294A/en not_active Expired
- 1971-07-28 IE IE964/71A patent/IE35480B1/xx unknown
- 1971-07-28 DK DK371271AA patent/DK127778B/da unknown
- 1971-07-29 BE BE770692A patent/BE770692A/xx unknown
- 1971-07-29 BG BG018187A patent/BG19188A3/xx unknown
- 1971-07-29 SE SE7109756A patent/SE398753B/xx unknown
-
1977
- 1977-11-17 HK HK574/77A patent/HK57477A/xx unknown
-
1978
- 1978-12-30 MY MY147/78A patent/MY7800147A/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2458931C2 (ru) * | 2006-06-02 | 2012-08-20 | Мейдзи Сейка Фарма Ко., Лтд. | Новые аминогликозидные антибиотики |
Also Published As
| Publication number | Publication date |
|---|---|
| PL83206B1 (en) | 1975-12-31 |
| CH552586A (de) | 1974-08-15 |
| NL163219C (nl) | 1980-08-15 |
| ES392570A1 (es) | 1974-06-16 |
| IL36973A (en) | 1974-06-30 |
| DE2135191A1 (enrdf_load_stackoverflow) | 1972-02-03 |
| BE770692A (fr) | 1971-12-01 |
| FR2103935A5 (enrdf_load_stackoverflow) | 1972-04-14 |
| NO134117B (enrdf_load_stackoverflow) | 1976-05-10 |
| AT320846B (de) | 1975-02-25 |
| HK57477A (en) | 1977-11-25 |
| NL163219B (nl) | 1980-03-17 |
| NL7109001A (enrdf_load_stackoverflow) | 1972-02-01 |
| GB1349302A (en) | 1974-04-03 |
| DE2135191B2 (de) | 1976-09-02 |
| NO134117C (enrdf_load_stackoverflow) | 1976-08-18 |
| YU196371A (en) | 1981-02-28 |
| RO63815A (fr) | 1979-01-15 |
| HU162704B (enrdf_load_stackoverflow) | 1973-03-28 |
| IE35480L (en) | 1972-01-29 |
| BG19188A3 (bg) | 1975-04-30 |
| MY7800147A (en) | 1978-12-31 |
| FI57596B (fi) | 1980-05-30 |
| IE35480B1 (en) | 1976-03-03 |
| DK127778B (da) | 1974-01-07 |
| YU35895B (en) | 1981-08-31 |
| SE398753B (sv) | 1978-01-16 |
| LU63625A1 (enrdf_load_stackoverflow) | 1971-11-26 |
| CA953294A (en) | 1974-08-20 |
| FI57596C (fi) | 1980-09-10 |
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