81505-63-7

Basic information

• Product Name: N²,N²-(1,5-citryl)bis6-acetyl-N⁶-(benzyloxy)-(L)-lysine>
• Synonyms: N²,N²-(1,5-citryl)bis6-acetyl-N⁶-(benzyloxy)-(L)-lysine>
• CAS NO: 81505-63-7
• Molecular Weight: 786.877
• Mol File: 81505-63-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N²,N²-(1,5-citryl)bis6-acetyl-N⁶-(benzyloxy)-(L)-lysine>(CAS DataBase Reference)
• NIST Chemistry Reference: N²,N²-(1,5-citryl)bis6-acetyl-N⁶-(benzyloxy)-(L)-lysine>(81505-63-7)
• EPA Substance Registry System: N²,N²-(1,5-citryl)bis6-acetyl-N⁶-(benzyloxy)-(L)-lysine>(81505-63-7)

Safety Data

• Hazardous Substances Data: 81505-63-7(Hazardous Substances Data)

Upstream product

• 81505-51-3 (D,L)-N²-Boc-N⁶-acetyl-N⁶-(benzyloxy)lysine methyl ester 
• 81505-60-4 6-(Acetyl-benzyloxy-amino)-2-amino-hexanoic acid methyl ester 
• 81505-59-1 (L)-N-Boc-ε-hydroxynorleucine methyl ester 
• 81505-49-9 (S)-(-)-Methyl 2-[(tert-butoxycarbonyl)amino]-6-hydroxypentanoate 
• 81505-64-8 (D,L)-N-Boc-ε-hydroxynorleucine 
• 81505-61-5 (4-Oxo-1,3-dioxolan-5-ylidene)diacetyl chloride 
• 5462-80-6 rac-6-hydroxynorleucine 
• 81505-62-6 N²,N²-(anhydromethylene-1,5-citryl)bis6-acetyl-N⁶-(benzyloxy)-(L)-lysine methyl ester 

Relevant articles and documents

Microbial Iron Chelators: Total Synthesis of Aerobactin and Its Constiruent Amino Acid, N6-Acetyl-N6-hydroxylysine

The synthesis of the natural ferric ionophore (-)-aerobactin (1) and of its constituent amino acid N6-acetyl-N6-hydroxylysine (2) is described.The benzyl hydroxamates * and ( were subjected to triphenylphosphine-diethyl azodicarboxylate-mediated alkylations with the ε-hydroxynorleucine derivative 7a.While * gave a complex mixture with predominant carbonyl O-alkylation, 9 was cleanly N-alkylated to yield 14.Compounds 10a,b were prepared by direct alkylation of 8 with bromides 15a,b which gave predominant N-alkylation.Hydrogenation of (D,L)-10a yielded (D,L)-N-6- acetyl-N6-hydroxylysine (2).Optically active 10b, prepared from (L)-ε-hydroxynorleucine, was α-N deprotected and coupled with anhydromethylenecitryl chloride (18) to yield 19, which was deprotected in two steps to yield (-)-aerobactin (1).