153953-66-3

Basic information

• Product Name: 3,6'-di-(N-tert-butoxycarbonyl)-neamine
• Synonyms: 3,6'-di-(N-tert-butoxycarbonyl)-neamine
• CAS NO: 153953-66-3
• Molecular Weight: 522.596
• Mol File: 153953-66-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3,6'-di-(N-tert-butoxycarbonyl)-neamine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6'-di-(N-tert-butoxycarbonyl)-neamine(153953-66-3)
• EPA Substance Registry System: 3,6'-di-(N-tert-butoxycarbonyl)-neamine(153953-66-3)

Safety Data

• Hazardous Substances Data: 153953-66-3(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 3947-65-7 neomycin A 

Downstream Products

• 945622-20-8 C₃₈H₅₄N₄O₁₄ 
• 153953-69-6 1,3,6'-tri-(tert-butoxycarbonyl)-neamine 

Relevant articles and documents

Design and synthesis of a structurally constrained aminoglycoside

(Chemical Equation Presented) The synthesis of a constrained tricyclic aminoglycoside derivative is described. This constrained compound fixes the spatial orientation of two critical rings for the minimal motif for binding to biological macromolecules such as RNA and proteins. Methanolysis of neomycin B under acidic conditions produced the bicyclic neamine. Transient protection by the Cu2+ ion and regioselective introduction of protective groups led to intermediate 7, which was used for a key annulation reaction that introduced the tricyclic nucleus into the structural framework. A final hydrogenolysis step to remove the protective groups produced the desired target molecule. The efficient eight-step synthesis was accomplished in 8% overall yield.