13594-49-5

Usage

Uses

Used in Pharmaceutical Industry:
Z-D-ORN(Z)-OH is used as a building block for the production of peptides and pharmaceutical drugs. Its stability and ability to form strong bonds with other compounds make it a valuable tool for creating complex and specialized chemical structures.
Used in Drug Development:
Z-D-ORN(Z)-OH is used as a key component in the development of new drugs, particularly in the synthesis of peptide-based molecules. Its unique chemical properties make it useful in creating innovative and effective pharmaceutical compounds.
Used in Medical Research:
Z-D-ORN(Z)-OH is used in medical research to study the properties and interactions of peptide-based molecules. Its stability and ability to form strong bonds with other compounds make it a valuable tool for understanding the mechanisms of action and potential applications of these molecules.
Used in Production of Bioactive Molecules:
Z-D-ORN(Z)-OH is used in the production of bioactive molecules, which have potential applications in various fields, including medicine, agriculture, and environmental science. Its unique chemical properties make it useful in creating molecules with specific biological activities and functions.

Upstream product

• 70-26-8 D-ornithine 
• 501-53-1 benzyl chloroformate 
• 16682-12-5 D-ornithine hydrochloride 

Downstream Products

• 60242-84-4 (R)-N,N-dibenzyloxycarbonyl-β-lysine methyl ester 
• 69677-00-5 ((R)-4-Benzyloxycarbonylamino-4-chlorocarbonyl-butyl)-carbamic acid benzyl ester 
• 69677-19-6 (R)-3,6-Dibenzyloxycarbonylaminohexanoicacidhydrazid 
• 64934-04-9 (R)-3,6-Dibenzyloxycarbonylaminohexanoylsarcosin 
• 60242-87-7 [N'-((R)-3,6-Bis-benzyloxycarbonylamino-hexanoyl)-N-methyl-hydrazino]-acetic acid 
• 69677-10-7 (R)-3,6-Dibenzyloxycarbonylaminohexanoylsarcosinethylester 
• 60242-85-5 [N'-((R)-3,6-Bis-benzyloxycarbonylamino-hexanoyl)-N-methyl-hydrazino]-acetic acid ethyl ester 
• 69677-17-4 [N'-((R)-3,6-Bis-benzyloxycarbonylamino-hexanoyl)-N-phenyl-hydrazino]-acetic acid 
• 69677-16-3 [N'-((R)-3,6-Bis-benzyloxycarbonylamino-hexanoyl)-N-phenyl-hydrazino]-acetic acid ethyl ester 
• 69677-01-6 ((R)-4-Benzyloxycarbonylamino-6-diazo-5-oxo-hexyl)-carbamic acid benzyl ester 

Relevant academic research and scientific papers

Differentiation Among the Four Diastereomers of Benzyloxycarbonyl-protected γ-Hydroxyornithine in Negative-ion Fast Atom Bombardment Mass Spectrometry

Discrimination among the four γ-hydroxyornithine diastereomers was studied by fast atom bombardment mass spectrometry (FABMS).It is impossible to distinguish among the four diastereomers of this amino acid by positive- and negative-ion FAB and collisionally activated dissociation MS, but benzyloxycarbonyl group protection of the α- and δ-amino groups in γ-hydroxyornithine allows differentiation among the diastereomers in negative-ion FABMS.The negative-ion mass spectra of benzyloxycarbonyl-protected γ-hydroxyornithine diastereomers showed differences among the abundances of the molecule ion (-), the dehydrated ion (-) due to the loss of the γ-hydroxyl group and the fragment ions formed from both (-) and (-) ions.On the other hand, no difference was found between the fragmentations of the benzyloxycarbonyl-protected enantiomers of ornithine in negative-ion FABMS.These results indicate that the orientation of the γ-hydroxyl group and the existence of two benzene rings in the benzyloxycarbonyl group are important factors which are responsible for the fragmentations of the four benzyloxycarbonyl-protected γ-hydroxyornithine diastereomers in negative-ion FABMS.These studies also showed that the negative-ion FABMS for benzyloxycarbonyl-protected γ-hydroxyornithine diastereomers is a useful method for determining the configuration of each diastereomer of γ-hydroxyornithine.

Asymmetric Syntheses of the Naturally Ocurring β-Amino Acids, β-Lysine, β-Leucine and β-Phenyl-β-alanine via Nitrone Cycloaddition

A general asymmetric synthesis of β-amino acids is based on the dipolar cycloaddition of nitrones 7 (R* chiral) with vinyl acetate 8a, ketene acetals 8b or α-chloroacrylonitrile 8c.The cycloadducts 9 are converted either directly (9b) or via the isoxazolidones 10 (9a, 9c) into the free β-amino acids 11.Diastereoselectivity at C-3 in the adducts 9 ranges between 2:1 and 11:1.The natural β-amino acids, β-lysine, β-leucine and β-phenyl-β-alanine, have been prepared in this way.