JPS5629596A - Novel amino sugar derivative and its preparation - Google Patents
Novel amino sugar derivative and its preparationInfo
- Publication number
- JPS5629596A JPS5629596A JP10308979A JP10308979A JPS5629596A JP S5629596 A JPS5629596 A JP S5629596A JP 10308979 A JP10308979 A JP 10308979A JP 10308979 A JP10308979 A JP 10308979A JP S5629596 A JPS5629596 A JP S5629596A
- Authority
- JP
- Japan
- Prior art keywords
- group
- protecting
- formula
- amino
- compound
- 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.)
- Pending
Links
- 150000002336 glycosamine derivatives Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 239000003153 chemical reaction reagent Substances 0.000 abstract 2
- SYJXFKPQNSDJLI-HKEUSBCWSA-N neamine 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](N)C[C@@H]1N SYJXFKPQNSDJLI-HKEUSBCWSA-N 0.000 abstract 2
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical class N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 abstract 1
- 239000004599 antimicrobial Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- MOOAHMCRPCTRLV-UHFFFAOYSA-N boron sodium Chemical compound [B].[Na] MOOAHMCRPCTRLV-UHFFFAOYSA-N 0.000 abstract 1
- 125000004744 butyloxycarbonyl group Chemical group 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 150000002337 glycosamines Chemical class 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 244000005700 microbiome Species 0.000 abstract 1
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
Classifications
-
- 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
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
NEW MATERIAL:An amino sugar expressed by formula I.
USE: An antimicrobial agent against microorganisms resistant to drugs.
PROCESS: Neamine expressed by formula II is reacted with a reagent capable of protecting the amino group, e.g. tertiary butyl-S-4,6-dimethylpyrimidin-2-ylthiocarbonate, and a reagent capable of protecting the hydroxyl group, e.g. benzoyl chloride, in the order mentioned to give a compound expressed by formula III (R is a group protecting the amino group, e.g. tertiary butyloxycarbonyl group; X is a group protecting the hydroxyl group, e.g. benzoyl group). The compound of formula III thus obtained is then reacted with periodic acid to form a dialdehyde derivative, which is reduced with sodium boron hydride and then hydrolyzed with an aqueous solution of trifluoroacetic acid at room temperature to give the compound of formula I having the amino and the hydroxyl groups free from the protecting groups thereof.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10308979A JPS5629596A (en) | 1979-08-15 | 1979-08-15 | Novel amino sugar derivative and its preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10308979A JPS5629596A (en) | 1979-08-15 | 1979-08-15 | Novel amino sugar derivative and its preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5629596A true JPS5629596A (en) | 1981-03-24 |
Family
ID=14344901
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10308979A Pending JPS5629596A (en) | 1979-08-15 | 1979-08-15 | Novel amino sugar derivative and its preparation |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5629596A (en) |
-
1979
- 1979-08-15 JP JP10308979A patent/JPS5629596A/en active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GEP19960319B (en) | Method for Production of 9 _ oxime 6 _ O _ methylerythro¬¬¬mycin A | |
| ES8202031A1 (en) | Derivatives of aldohexoses, intermediates, process for their production, preparations containing such compositions and their use. | |
| JPS5538345A (en) | Novel aminoglycoside derivative | |
| JPS5629596A (en) | Novel amino sugar derivative and its preparation | |
| JPS5731696A (en) | Anthracycline derivative | |
| JPS5740496A (en) | Low toxic derivative of istamycin antibiotic | |
| JPS5663993A (en) | Novel preparation of tobramycin | |
| JPS5377039A (en) | Novel process for preparation of 3',4'-dldeoxykanamycin b | |
| JPS56103198A (en) | 3',4',6''-trideoxyamikacin and its preparation | |
| JPS5772998A (en) | Novel appamycin derivative | |
| JPS5643296A (en) | Novel aminoglycoside derivative | |
| JPS5629598A (en) | Novel amino sugar antibiotic g-367-2 and its preparation | |
| JPS55105696A (en) | Production of organogermanium sesquioxide | |
| JPS5643297A (en) | 6"-deoxydibeckacin or 4",6"-dideoxydibeckacin, their 1-n-acyl derivative, and their preparation | |
| JPS5538301A (en) | New derivative of antibiotics fortimicin and its preparation | |
| JPS5758651A (en) | Preparation of diamino acid derivative | |
| JPS55153796A (en) | 5-fluorouracil nucleoside and its preparation | |
| JPS5446770A (en) | Novel aminoglycoside derivatives | |
| JPS5753496A (en) | 1-n-acyl derivative of 5,3',4'-trideoxykanamycin b or 5,3',4',6'- tetradeoxykanamycin b, and their preparation | |
| JPS5686196A (en) | Substance fr-900148 and its preparation | |
| JPS55167274A (en) | Forphenicine derivative and its preparation | |
| JPS5466679A (en) | Novel antibiotic substance fortimicin kf and fortimicin kg, and their preparation | |
| JPS5446747A (en) | Fortimicin ko and its preparation | |
| JPS5590501A (en) | Preparation of ethylcarboxymethylcellulose | |
| JPS57200398A (en) | 3"-n-methyl-4"-c-methyl-3',4'-deoxykanamycin b or 1-n-acyl derivative of its 4"-epimer and its preparation |