delta-N-acetyl-delta-N-hydroxy-L-ornithine

Base Information

• Chemical Name: delta-N-acetyl-delta-N-hydroxy-L-ornithine
• CAS No.: 18928-01-3
• Molecular Formula: C7H14N2O4
• Molecular Weight: 190.199
• Hs Code.: 2924199090
• Mol file: 18928-01-3.mol

Synonyms:Ornithine,N5-acetyl-N5-hydroxy-, L- (8CI);N5-Acetyl-N5-hydroxy-L-ornithine;N5-acetyl-N5-hydroxy-L-ornithine;L-Ornithine, N5-acetyl-N5-hydroxy-;δ-N-Acetyl-δ-N-hydroxy-L-ornithine;delta-N-Acetyl-delta-N-hydroxy-L-ornithine;

Chemical Property of delta-N-acetyl-delta-N-hydroxy-L-ornithine

Chemical Property:

• Vapor Pressure: 3.53E-08mmHg at 25°C
• Refractive Index: 1.532
• Boiling Point: 403.2 °C at 760 mmHg
• Flash Point: 197.6 °C
• PSA: 103.86000
• Density: 1.314 g/cm³
• LogP: 0.11650

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of delta-N-acetyl-delta-N-hydroxy-L-ornithine

There total 2 articles about delta-N-acetyl-delta-N-hydroxy-L-ornithine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Nα-benzyloxycarbonyl-L-ornithine (2640-58-6) → N5-acetyl-N5-hydroxy-L-ornithine (18928-01-3)

Guidance literature:

Multi-step reaction with 3 steps

1: HClO₄

2: 1.) Na₂CO₃, 2.) base / 1.) CH₂Cl₂, 2.) H₂O

3: 1.) 10percent NH₃, 2.) TFA, 3.) H₂ / 3.) Pd/C / 1.) MeOH, 2.) 20 min; RT, 3.) EtOH, 20 deg C, 20 min.

With ammonium hydroxide; perchloric acid; hydrogen; sodium carbonate; trifluoroacetic acid; palladium on activated charcoal;

DOI:10.1016/S0040-4039(00)95430-3

Reference yield:

N2-benzyloxycarbonyl-L-ornithine (2640-58-6,112229-51-3) → N5-acetyl-N5-hydroxy-L-ornithine (18928-01-3,37552-49-1,37552-50-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 59 percent / 72percent aq. HClO₄ / 120 h / Ambient temperature

2: 1) Na₂CO₃, 2) AcCl / 1) CH₂Cl₂, r.t., 3.5 h, 2) CH₂Cl₂, H₂O, r.t., 2 h

3: 90 percent / 10percent NH₃ in MeOH / 0.5 h / Ambient temperature

4: 90 percent / CF₃CO₂H / 0.5 h / Ambient temperature

5: 92 percent / H₂ / 5percent Pd-C / ethanol / 0.33 h / Ambient temperature

With perchloric acid; ammonia; hydrogen; sodium carbonate; acetyl chloride; trifluoroacetic acid; palladium on activated charcoal; In ethanol;

DOI:10.1055/s-1990-26840

Reference yield:

N5-acetyl-N5-hydroxy-L-ornithine (18928-01-3) → L-ornithine (70-26-8,25104-12-5,410523-47-6)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; Multistep reaction; 1.) reflux, 2 h; 2.) H₂O, 25 deg C, 7 h;

DOI:10.1002/jlac.198419840804

upstream raw materials:

N²-benzyloxycarbonyl-L-ornithine

Nα-benzyloxycarbonyl-L-ornithine

Downstream raw materials:

L-ornithine

Refernces

• 1、 Milewska, Maria J.,Chimiak, Andrzej. "OXIDATION OF AMINO ACID. PART V. A NOVEL SYNTHESIS OF N6-ACETYL-N6-HYDROXYLYSINE FROM LYSINE". . p. 1817 - 1820. Retrieved 2007/10/02.