1061566-34-4

Basic information

• Product Name: C₃₄H₃₁NO₉S
• Synonyms: C₃₄H₃₁NO₉S
• CAS NO: 1061566-34-4
• Molecular Weight: 629.687
• Mol File: 1061566-34-4.mol

Chemical Properties

• CAS DataBase Reference: C₃₄H₃₁NO₉S(CAS DataBase Reference)
• NIST Chemistry Reference: C₃₄H₃₁NO₉S(1061566-34-4)
• EPA Substance Registry System: C₃₄H₃₁NO₉S(1061566-34-4)

Safety Data

• Hazardous Substances Data: 1061566-34-4(Hazardous Substances Data)

Upstream product

• 72263-10-6 C₂₇H₂₄O₉S 
• 2687-43-6 O-benzylhydoxylamine hydrochloride 

Downstream Products

• 1061566-56-0 C₃₄H₃₃NO₉S 
• 1061566-59-3 C₄₆H₄₂NO₁₂PS 

Relevant articles and documents

A convenient synthesis of orthogonally protected 2-deoxystreptamine (2-DOS) as an aminocyclitol scaffold for the development of novel aminoglycoside antibiotic derivatives against bacterial resistance

The development of new aminoglycoside analogues to reduce the emergence of bacterial resistance has become a topic of high interest. We describe here a rapid and facile access to orthogonally protected 2-deoxystreptamine (2-DOS), a meso-diaminocyclitol known to be a pivotal component of most active aminoglycosides. Our synthetic approach started from highly protected methyl α-d-glucopyranoside which in turn was converted by a Ferrier rearrangement into an enantiopure polyfunctionalized cyclohexane ring. Finally, two different N-protected groups were successively introduced. The first one was inserted as an oximino benzylether followed by a diastereofacial hydride reduction, working with Me4NBH(OAc)3 only in TFA at low temperature rather than in AcOH as usual. The second group was introduced by displacement of a hydroxyl group through a Mitsunobu reaction using a DPPA-DIAD-Ph3P system for azide transfer. The Royal Society of Chemistry.