371972-14-4

Usage

Uses

Used in Pharmaceutical Industry:
TERT-BUTYL-(2S,4R)-N'-(BENZYLOXYCARBONYL)-N'-(BENZYLOXYCARBONYL)-4-HYDROXYORNITHINATE is used as a protective group for (2S,4R)-4-Hydroxyornithine to prevent unwanted reactions during the synthesis of pharmaceutical compounds. This protection allows for the selective modification of other functional groups in the molecule, ensuring the desired product is obtained.
Used in Chemical Synthesis:
TERT-BUTYL-(2S,4R)-N'-(BENZYLOXYCARBONYL)-N'-(BENZYLOXYCARBONYL)-4-HYDROXYORNITHINATE is used as a protecting agent in the synthesis of complex organic molecules. By shielding the (2S,4R)-4-Hydroxyornithine moiety, chemists can carry out reactions on other parts of the molecule without affecting the protected amino acid, facilitating the synthesis of target compounds with greater precision and control.

Upstream product

• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 371972-12-2 tert-butyl (2S,4R)-5-amino-2-((tert-butoxycarbonyl)amino)-4-hydroxypentanoate 
• 31139-36-3 dibenzyl dicarbonate 
• 371972-11-1 tert-butyl (2S,4R)-2-((tert-butoxycarbonyl)amino)-4-hydroxy-5-nitropentanoate 
• 371972-13-3 tert-butyl (S)-2-((tert-butoxycarbonyl)amino)-5-nitro-4-oxopentanoate 
• 34582-32-6 N-tert-butoxycarbonyl aspartic acid tert-butyl ester 
• 81323-58-2 N-(tert-butyloxycarbonyl)-(S)-homoserine tert-butyl ester 
• 81323-59-3 tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-4-oxobutanoate 
• 630400-90-7 (R)-5-((S)-2-Amino-2-tert-butoxycarbonyl-ethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 1228152-42-8 tert-butyl (4R)-N₅-[(benzyloxy)carbonyl]-N₂-(tert-butoxycarbonyl)-4-[(methylsulfonyl)oxy]-L-ornithinate 
• 1228152-43-9 tert-butyl (4R)-N₅-[(benzyloxy)carbonyl]-N₂-(tert-butoxycarbonyl)-4-{[(4-methylphenyl)sulfonyl]oxy}-L-ornithinate 
• 329912-53-0 (3S,5R)-[5-(benzyloxycarbonylaminomethyl)-2-oxotetrahydrofuran-3-yl]carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Highly efficient chiral-pool synthesis of (2S,4R)-4-hydroxyornithine

(Figure Presented) A concise synthesis of the amino acid (2S,4R)-4-hydroxyornithine is described. Starting from diprotected L-aspartic acid, the scaffold of the target compound is constructed in a three-step approach: an efficient α-nitroketone formation

RADIOISOTOPE-LABELED LYSINE AND ORNITHINE DERIVATIVES, THEIR USE AND PROCESSES FOR THEIR PREPARATION

The invention relates to the compounds suitable for radiolabeling with a chelator free radioisotope and radiolabeled compounds of the general Formula (I). Said compounds are ornithine or lysine derivatives.

Asymmetric synthesis of orthogonally protected (2S,4R)- and (2S,4S)-4-hydroxyornithine

Synthesis of orthogonally protected (2S, 4R)- and (2S, 4S)-4-hydroxyornithine was reported featuring an asymmetric alkylation of N-(diphenylmethylene)glycine tert-butyl ester (6) by (5S)-N-benzyloxycarbonyl-5-iodomethyl oxazolidine (7). Double stereoselection was examined using chiral ammonium salts as phase transfer catalysts and a substrate-directed chiral induction is documented.