1154758-74-3

Basic information

• Product Name: 6'-tert-butyldimethylsiloxyethyl-2',3,3-tri-(tert-butoxycarbonyl)-1-[N-tert-butoxycarbonyl-4-amino-2(S )-hydroxybutyryl]sisomicin
• Synonyms: 6'-tert-butyldimethylsiloxyethyl-2',3,3-tri-(tert-butoxycarbonyl)-1-[N-tert-butoxycarbonyl-4-amino-2(S )-hydroxybutyryl]sisomicin
• CAS NO: 1154758-74-3
• Molecular Weight: 1107.42
• Mol File: 1154758-74-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 6'-tert-butyldimethylsiloxyethyl-2',3,3-tri-(tert-butoxycarbonyl)-1-[N-tert-butoxycarbonyl-4-amino-2(S )-hydroxybutyryl]sisomicin(CAS DataBase Reference)
• NIST Chemistry Reference: 6'-tert-butyldimethylsiloxyethyl-2',3,3-tri-(tert-butoxycarbonyl)-1-[N-tert-butoxycarbonyl-4-amino-2(S )-hydroxybutyryl]sisomicin(1154758-74-3)
• EPA Substance Registry System: 6'-tert-butyldimethylsiloxyethyl-2',3,3-tri-(tert-butoxycarbonyl)-1-[N-tert-butoxycarbonyl-4-amino-2(S )-hydroxybutyryl]sisomicin(1154758-74-3)

Safety Data

• Hazardous Substances Data: 1154758-74-3(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 1154758-62-9 tert-butyl ((2R,3R,4R,5R)-2-(((1S,2S,3R,4S,6R)-4-((tert-butoxycarbonyl)amino)-6-((S)-4-((tert-butoxycarbonyl)amino)-2-hydroxybutanamido)-3-(((2S,3R)-3-((tert-butoxycarbonyl)amino)-6-(((((4-nitrobenzyl)oxy)carbonyl)amino)methyl)-3,4-dihydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,5-dihydroxy-5-methyltetrahydro-2H-pyran-4-yl)(methyl)carbamate 
• 1154758-59-4 6'-PNZ-2',3,3''-triBoc-sisomicin 
• 1154758-58-3 6'-PNZ-2',3,3''-triBoc-1-Fmoc-sisomicin 
• 1154758-55-0 4-nitrobenzyl (((2S,3R)-2-(((1R,2R,3S,4R,6S)-4-amino-6-((tert-butoxycarbonyl)amino)-3-(((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3-((tert-butoxycarbonyl)amino)-3,4-dihydro-2H-pyran-6-yl)methyl)carbamate 
• 1154758-54-9 4-nitrobenzyl (((2S,3R)-3-amino-2-(((1R,2S,3S,4R,6S)-4,6-diamino-3-(((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-3,4-dihydro-2H-pyran-6-yl)methyl)carbamate 
• 32385-11-8 sisomicin 
• 102229-10-7 2-(tert-butyldimethylsilyloxy)ethanol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 207305-60-0 (S)-4-[(tert-butoxycarbonyl)amino]-2-hydroxybutanoic acid 
• 1154758-63-0 tert-butyl ((2R,3R,4R,5R)-2-(((1S,2S,3R,4S,6R)-3-(((2S,3R)-6-(aminomethyl)-3-((tert-butoxycarbonyl)amino)-3,4-dihydro-2H-pyran-2-yl)oxy)-4-((tert-butoxycarbonyl)amino)-6-((S)-4-((tert-butoxycarbonyl)amino)-2-hydroxybutanamido)-2-hydroxycyclohexyl)oxy)-3,5-dihydroxy-5-methyltetrahydro-2H-pyran-4-yl)(methyl)carbamate 
• 102191-92-4 tert-butyldimethylsiloxyacetaldehyde 

Downstream Products

• 1154757-24-0 ACHN-490 

Relevant articles and documents

Synthetic method of plazomicin

The invention discloses a synthetic method of plazomicin. The method comprises the following steps: after dissociating sisomicin sulfate into sisomicin, all amino groups and hydroxyl groups of the sisomicin are protected by adopting TMS; 1-[N-tert-butyloxycarbonyl-4-amino-2(S)- hydroxybutyryl]-cisomicin is obtained by means of selective condensation of a 1-amino group and N-tert-butyloxycarbonyl-4-amino-2(S)-hydroxybutyric acid, then 6'-amino group is protected by using Cbz, other amino groups are protected by using Boc, through removing Cbz by hydrogenation, reductive amination is carried out, and a protecting group is removed under an acidic condition to obtain plazomicin. Compared with the existing synthesis method, the method has the advantages of short synthesis route, simple operation steps, mild reaction conditions, simple post-treatment and high product yield, and is more suitable for industrial mass production.

Preparation method of pradimicin antibiotics

The invention provides a preparation method of pradimicin antibiotics, belonging to the field of pharmaceutical chemistry and pharmaceutical engineering. The preparation method comprises the followingsteps: freeing of sisomicin, protection of amino, selective introduction of protective groups, deprotection of amino, and the like. The preparation method is suitable for industrial production, thushaving good market prospects.

ANTIBACTERIAL AMINOGLYCOSIDE ANALOGS

Compounds of structure (I): having antibacterial activity are disclosed, including stereoisomers, pharmaceutically acceptable salts and prodrugs thereof, wherein Q1, Q2, Q3, R8 and R9 are as defined herein. Methods associated with preparation and use of such compounds, as well as pharmaceutical compositions comprising such compounds, are also disclosed.