52816-28-1

Basic information

• Product Name: N⁵-Acetyl-N⁵-benzyloxy-L-ornithin
• Synonyms: N⁵-Acetyl-N⁵-benzyloxy-L-ornithin
• CAS NO: 52816-28-1
• Molecular Weight: 280.324
• Mol File: 52816-28-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N⁵-Acetyl-N⁵-benzyloxy-L-ornithin(CAS DataBase Reference)
• NIST Chemistry Reference: N⁵-Acetyl-N⁵-benzyloxy-L-ornithin(52816-28-1)
• EPA Substance Registry System: N⁵-Acetyl-N⁵-benzyloxy-L-ornithin(52816-28-1)

Safety Data

• Hazardous Substances Data: 52816-28-1(Hazardous Substances Data)

Upstream product

• 89969-29-9 N⁵-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithine 
• 90195-02-1 L-N⁽²⁾-Boc-N⁽⁵⁾-acetyl-N⁽⁵⁾-benzyloxyornithine tert-butyl ester 
• 92412-95-8 N⁵-Acetyl-N⁵-benzyloxy-L-ornithin-tert-butylester 
• 52816-25-8 2-Acetylamino-5-(acetyl-benzyloxy-amino)-pentanoic acid 
• 92412-88-9 N⁵-Acetyl-N²,N²-diallyl-N⁵-benzyloxy-L-ornithin-tert-butylester 
• 15255-86-4 N-benzyloxycarbonyl-O-benzylhydroxylamine 
• 90195-00-9 N-<(2,2,2-trichloroethoxy)carbonyl>-O-benzylhydroxylamine 
• 24277-39-2 N-tert-butoxycarbonyl glutamic acid tert-butyl ester 
• 90195-03-2 (S)-5-Benzyloxyamino-2-tert-butoxycarbonylamino-pentanoic acid tert-butyl ester 
• 90219-04-8 L-N⁽²⁾-Boc-N⁽⁵⁾-Cbz-N⁽⁵⁾-benzyloxyornithine tert-butyl ester 
• 90194-99-3 tert-butyl (S)-2-<(tert-butyloxycarbonyl)amino>-5-hydroxypentanoate 
• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 
• 89969-26-6 (S)-3-(3-benzyloxycarbonyl-5-oxo-1,3-oxazolidin-4-yl)propionaldehyde 
• 58456-26-1 (S)-4-<2'-(Chloroformyl)ethyl>-5-oxooxazolidin-3-carbonsaeure-benzylester 

Downstream Products

• 52816-29-2 N²-(tert-butoxycarbonyl)-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithine 
• 89969-29-9 N⁵-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithine 
• 70-26-8 L-ornithine 
• 90195-04-3 (S)-5-(Acetyl-benzyloxy-amino)-2-amino-pentanoic acid methyl ester 
• 52816-30-5 (S)-5-(Acetyl-benzyloxy-amino)-2-tert-butoxycarbonylamino-pentanoic acid methyl ester 
• 52816-32-7 methyl(S)-5-[N-(benzyloxy)acetamido]-2-{(S)-5-[N-(benzyloxy)acetamido]-2-[(tert-butoxy-carbonyl)amino]pentanamide}pentanoate 
• 38532-33-1 N,N’-{[(2S,5S)-3,6-dioxopiperazine-2,5-diyl]bis(propane-3,1-diyl)}bis[N-(benzyloxy)acetamide] 
• 18928-00-2 N,N’-{[(2S,5S)-3,6-dioxopiperazine-2,5-diyl]bis(propane-3,1-diyl)}bis(N-hydroxyacetamide) 

Relevant articles and documents

Albomycins, III. - Synthesis of N5-acetyl-N5-hydroxy-L-ornithine from L-glutamic acid

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Constituents of Microbial Iron Chelators. Alternate Syntheses of δ-N-Hydroxy-L-ornithine Derivatives and Applications to the Synthesis of Rhodotorulic Acid

δ-N-Hydroxy-L-ornithine derivatives, the key constituents of several microbial iron chelators, have been prepared from protected forms of L-glutamic acid.Reduction of α-tert-butyl N-Boc-glutamate (3) provided α-tert-butyl L-N-Boc-δ-hydroxynorvaline (4).Direct treatment of 4 with Cbz-O-benzylhydroxylamine (5) or trOC-O-benzylhydroxylamine (6) gave the protected δ-N-hydroxyornithine derivatives 7 and 8, respectively. δ-N-Deprotection followed by acetylation provided α-tert-butyl-L-N-Boc-δ-N-acetyl-δ-N-benzyloxyornithine (9).Appropriate α-amino and α-carboxyl deprotections of 8 and 9 provided derivatives of δ-N-hydroxy-L-ornithine suitable for the synthesis of rhodotorulic acid (24) by two routes.The first route employed conventional peptide synthesis methods.The second synthesis or rhodotorulic acid involved the direct dimerization of Leuch's anhydrides 25 and 26 derived from the δ-N-acetyl- and δ-N-trOC-δ-N-benzyloxyornithines 11 and 16.