77967-96-5

Basic information

• Product Name: 6'-N-benzyloxycarbonylneamine
• Synonyms: 6'-N-benzyloxycarbonylneamine
• CAS NO: 77967-96-5
• Molecular Weight: 456.496
• Mol File: 77967-96-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 6'-N-benzyloxycarbonylneamine(CAS DataBase Reference)
• NIST Chemistry Reference: 6'-N-benzyloxycarbonylneamine(77967-96-5)
• EPA Substance Registry System: 6'-N-benzyloxycarbonylneamine(77967-96-5)

Safety Data

• Hazardous Substances Data: 77967-96-5(Hazardous Substances Data)

Upstream product

• 3947-65-7 neomycin A 
• 1092494-97-7 N-benzyloxycarbonyloxy-5-norbornene-endo-2,3-dicarboximide 
• 15446-43-2 neamine tetrahydrochloride 

Downstream Products

• 171366-86-2 1,3,2'-tri-N-(tert-butoxycarbonyl)-6'-N-carbobenzyloxyneamine 
• 88985-60-8 6'-N-(benzyloxycarbonyl)-3',4':5,6-di-O-cyclohexylidene-1,2',3-tri-N-tosylneamine 
• 401947-23-7 [(1R,2S,3S,4R,5S)-4-((2R,3R,4R,5R,6R)-6-Aminomethyl-3-tert-butoxycarbonylamino-4,5-bis-trimethylsilanyloxy-tetrahydro-pyran-2-yloxy)-5-tert-butoxycarbonylamino-3-hydroxy-2-trimethylsilanyloxy-cyclohexyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

Synthesis and use of sulfonamide-, sulfoxide-, or sulfone-containing aminoglycoside-CoA bisubstrates as mechanistic probes for aminoglycoside N-6′-acetyltransferase

Aminoglycoside-coenzyme A conjugates are challenging synthetic targets because of the wealth of functional groups and high polarity of the starting materials. We previously reported a one-pot synthesis of amide-linked aminoglycoside-CoA bisubstrates. These molecules are nanomolar inhibitors of aminoglycoside N-6′-acetyltransferase Ii (AAC(6′)-Ii), an important enzyme involved in bacterial resistance to aminoglycoside antibiotics. We report here the synthesis and biological activity of five new aminoglycoside-CoA bisubstrates containing sulfonamide, sulfoxide, or sulfone groups. Interestingly, the sulfonamide-linked bisubstrate, which was expected to best mimic the tetrahedral intermediate, does not show improved inhibition when compared with amide-linked bisubstrates. On the other hand, most of the sulfone- and sulfoxide-containing bisubstrates prepared are nanomolar inhibitors of AAC(6′)-Ii.

Total synthesis of aminoglycoside antibiotics, apramycin and saccharocin (KA 5685)

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