3304-51-6

Basic information

• Product Name: N'-Cbz-L-ornithine
• Synonyms: L-ORNITHINE(CBZ);H-ORN(Z)-OH;H-ORN(CBZ)-OH;H-L-ORN(Z)-OH;N-D-CBZ-L-ORN;N-DELTA-Z-L-ORNITHINE;N-DELTA-BENZYLOXYCARBONYL-L-ORNITHINE;N-DELTA-CARBOBENZOXY-L-ORNITHINE
• CAS NO: 3304-51-6
• Molecular Formula: C₁₃H₁₈N₂O₄
• Molecular Weight: 266.29
• EINECS: 221-980-8
• Product Categories: Amino Acids;Ornithine [Org];Amino Acids and Derivatives;Z-Amino acid series
• Mol File: 3304-51-6.mol

Chemical Properties

• Melting Point: 248-252℃
• Boiling Point: 492.2 °C at 760 mmHg
• Flash Point: 251.4 °C
• Appearance: /Solid
• Density: 1.234 g/cm³
• Vapor Pressure: 1.67E-10mmHg at 25°C
• Refractive Index: 1.556
• Storage Temp.: −20°C
• Solubility: Acidic Alcohol (Sparingly), Aqueous Acid (Slightly)
• PKA: 2.51±0.24(Predicted)
• CAS DataBase Reference: N'-Cbz-L-ornithine(CAS DataBase Reference)
• NIST Chemistry Reference: N'-Cbz-L-ornithine(3304-51-6)
• EPA Substance Registry System: N'-Cbz-L-ornithine(3304-51-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3304-51-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N'-Cbz-L-ornithine is used as a reactant in the synthesis of cyclic aminohexapeptides, which have demonstrated antifungal activity. This makes it a valuable component in the development of new antifungal drugs to combat fungal infections.
Used in Organic Synthesis:
Due to the presence of the Cbz protecting group, N'-Cbz-L-ornithine is used as a building block in the synthesis of various complex organic molecules, including pharmaceuticals, agrochemicals, and other bioactive compounds. The Cbz group allows for selective reactions to occur, facilitating the construction of intricate molecular structures.

InChI:InChI=1/C13H18N2O4/c14-11(12(16)17)7-4-8-15-13(18)19-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9,14H2,(H,15,18)(H,16,17)/t11-/m0/s1

Upstream product

• 70-26-8 L-ornithine 
• 16682-12-5 D-ornithine hydrochloride 
• 501-53-1 benzyl chloroformate 
• 3184-13-2 L-ornithine hydrochloride 
• 25693-00-9 (S)-2-Amino-5-{[1-phenyl-meth-(Z)-ylidene]-amino}-pentanoic acid 
• 5874-56-6 For-DL-Orn(Z)-OH 

Downstream Products

• 110414-90-9 N⁵-benzyloxycarbonyl-N²-(toluene-4-sulfonyl)-L-ornithine 
• 62631-17-8 Methyl N-δ-benzyloxycarbonyl-L-ornithinate 
• 25582-01-8 N^δ-Carbobenzoxy-N^α-caprylyl-Orn 
• 53054-02-7 N_α-(1,1-dimethylethoxycarbonyl)-N_δ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester 
• 53054-03-8 tert-butyl (2S)-5-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate 
• 133565-49-8 N_α-(1,1-dimethylethoxycarbonyl)-N_δ-aminothiocarbonylornithine 1,1-dimethylethyl ester 
• 106655-93-0 -(nitro-L-arginin-methylester) 
• 106279-17-8 - 
• 1303990-98-8 5-(3-aminopropyl)hydantoin 
• 848828-72-8 (S)-benzyl N-(4-azido-5-hydroxypentyl)carbamate 
• 876596-13-3 N-acetyl-N^δ-benzyloxycarbonyl-L-ornithinyl-L-alanine methyl ester 
• 910568-17-1 C₆₈H₇₇FN₁₀O₉ 
• 910568-01-3 C₆₈H₇₈N₁₀O₉ 
• 910568-05-7 {3-[(S)-1-[(R)-2-[(S)-2-Acetylamino-3-(1-trityl-1H-imidazol-4-yl)-propionylamino]-3-(4-fluoro-phenyl)-propionyl]-4-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-3-oxo-piperazin-2-yl]-propyl}-carbamic acid benzyl ester 

Relevant articles and documents

CARBON MONOXIDE RELEASING NORBORNENONE COMPOUNDS

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The invention discloses a synthetic method for a chiral marine natural product with high optical activity. According to the method, a marine natural product with the high optical activity is prepared by adopting chiral amino acid. The method specifically comprises the following steps: first, using L-ornithine monohydrochloride and D-ornithine monohydrochloride as starting raw materials, and performing copper ion complexing, amino protecting, esterifying, urea forming and cyclizing to obtain an intermediate 5; then, using N-methylpyrrole as a raw material, and performing electrophilic reaction, hydrolyzing, acidizing and acylating in sequence to obtain an intermediate 9; finally, enabling the intermediate 5 and the intermediate 9 to react to prepare corresponding chiral natural products, namely (S)-midpacamide or (R)-midpacamide. According to the synthetic method, synthetic steps are simple; the operation is simple and convenient; reaction conditions are mild; the original structure of the product prepared by the provided synthetic route is kept; the optical purity of the obtained marine natural product is greater than 99 percent; the marine natural product has a wide application prospect.

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