JPS5668698A - New preparation of 3'-deoxykanamycin a - Google Patents
New preparation of 3'-deoxykanamycin aInfo
- Publication number
- JPS5668698A JPS5668698A JP13979879A JP13979879A JPS5668698A JP S5668698 A JPS5668698 A JP S5668698A JP 13979879 A JP13979879 A JP 13979879A JP 13979879 A JP13979879 A JP 13979879A JP S5668698 A JPS5668698 A JP S5668698A
- Authority
- JP
- Japan
- Prior art keywords
- groups
- imidazolylthiocarbonyl
- removal
- reaction product
- protected
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- -1 imidazolylthiocarbonyl groups Chemical group 0.000 abstract 4
- 239000007795 chemical reaction product Substances 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- 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 abstract 2
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 abstract 2
- DBGVGMSCBYYSLD-UHFFFAOYSA-N tributylstannane Chemical compound CCCC[SnH](CCCC)CCCC DBGVGMSCBYYSLD-UHFFFAOYSA-N 0.000 abstract 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 239000004599 antimicrobial Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000003635 deoxygenating effect Effects 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- SYCQBMFPHBTFLK-UHFFFAOYSA-N imidazol-2-ylidenemethanethione Chemical compound S=C=C1N=CC=N1 SYCQBMFPHBTFLK-UHFFFAOYSA-N 0.000 abstract 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 abstract 1
- 244000005700 microbiome Species 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 238000007142 ring opening reaction Methods 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 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
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)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13979879A JPS5668698A (en) | 1979-10-31 | 1979-10-31 | New preparation of 3'-deoxykanamycin a |
| US06/198,612 US4357466A (en) | 1979-10-31 | 1980-10-20 | Processes for the production of 3'-deoxykanamycin A and intermediates |
| FR8023653A FR2468615A1 (fr) | 1979-10-31 | 1980-10-30 | Procede de preparation de la 3'-desoxykanamycine a'' |
| DE3050399A DE3050399C2 (de) | 1979-10-31 | 1980-10-30 | Verfahren zur Herstellung von 3'-Desoxykanamycin A und hierbei eingesetzte Zwischenprodukte |
| GB8127841A GB2081718B (en) | 1979-10-31 | 1980-10-30 | Process for the production of 3'-deoxykanamycin a |
| DE3040968A DE3040968C2 (de) | 1979-10-31 | 1980-10-30 | Verfahren zur Herstellung von 3`-Desoxykanamycin A und hierbei eingesetztes Zwischenprodukt |
| GB8035016A GB2064518B (en) | 1979-10-31 | 1980-10-30 | Process for the production of 3'-deoxykanamycin a |
| IT1980A09573A IT8009573A1 (it) | 1979-10-31 | 1980-10-31 | Nuovo procedimento per la produzione di 3'-deossikanamicina a |
| IT09573/80A IT1154881B (it) | 1979-10-31 | 1980-10-31 | Procedimento per la produzione di 3'-deossikanamicina a |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13979879A JPS5668698A (en) | 1979-10-31 | 1979-10-31 | New preparation of 3'-deoxykanamycin a |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5668698A true JPS5668698A (en) | 1981-06-09 |
| JPS631953B2 JPS631953B2 (ja) | 1988-01-14 |
Family
ID=15253666
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13979879A Granted JPS5668698A (en) | 1979-10-31 | 1979-10-31 | New preparation of 3'-deoxykanamycin a |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4357466A (ja) |
| JP (1) | JPS5668698A (ja) |
| DE (2) | DE3040968C2 (ja) |
| FR (1) | FR2468615A1 (ja) |
| GB (2) | GB2064518B (ja) |
| IT (2) | IT8009573A1 (ja) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6140297A (ja) * | 1984-08-02 | 1986-02-26 | Microbial Chem Res Found | ３′−フルオロ−３′−デオキシカナマイシンａ |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS507595B1 (ja) * | 1970-07-29 | 1975-03-27 | ||
| US4078139A (en) * | 1975-07-31 | 1978-03-07 | Schering Corporation | Process for deoxygenating secondary alcohols |
| US4195170A (en) * | 1975-12-09 | 1980-03-25 | Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai | 3',4'-Episulfido kanamycin B compounds |
| JPS543043A (en) * | 1977-06-10 | 1979-01-11 | Meiji Seika Kaisha Ltd | Amino-glycoside antibiotics; 1-n-(omega-aminoalkanesulfonyl)derivatives and their preparation |
-
1979
- 1979-10-31 JP JP13979879A patent/JPS5668698A/ja active Granted
-
1980
- 1980-10-20 US US06/198,612 patent/US4357466A/en not_active Expired - Lifetime
- 1980-10-30 FR FR8023653A patent/FR2468615A1/fr active Granted
- 1980-10-30 GB GB8035016A patent/GB2064518B/en not_active Expired
- 1980-10-30 GB GB8127841A patent/GB2081718B/en not_active Expired
- 1980-10-30 DE DE3040968A patent/DE3040968C2/de not_active Expired
- 1980-10-30 DE DE3050399A patent/DE3050399C2/de not_active Expired
- 1980-10-31 IT IT1980A09573A patent/IT8009573A1/it unknown
- 1980-10-31 IT IT09573/80A patent/IT1154881B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| GB2081718B (en) | 1983-11-09 |
| IT8009573A0 (it) | 1980-10-31 |
| GB2064518B (en) | 1983-11-09 |
| GB2064518A (en) | 1981-06-17 |
| DE3050399C2 (de) | 1983-08-25 |
| US4357466A (en) | 1982-11-02 |
| FR2468615B1 (ja) | 1983-07-08 |
| GB2081718A (en) | 1982-02-24 |
| IT8009573A1 (it) | 1982-05-01 |
| FR2468615A1 (fr) | 1981-05-08 |
| DE3040968C2 (de) | 1982-12-02 |
| DE3050399A1 (ja) | 1982-09-16 |
| JPS631953B2 (ja) | 1988-01-14 |
| DE3040968A1 (de) | 1981-05-14 |
| IT1154881B (it) | 1987-01-21 |
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