N⁵-acetyl-N⁵-hydroxy-L-ornithyl-N⁵-acetyl-N⁵-hydroxy-L-ornithyl-N⁵-acetyl-N⁵-hydroxy-L-ornithyl-D-phenylglycine

Base Information

• Chemical Name: N⁵-acetyl-N⁵-hydroxy-L-ornithyl-N⁵-acetyl-N⁵-hydroxy-L-ornithyl-N⁵-acetyl-N⁵-hydroxy-L-ornithyl-D-phenylglycine
• CAS No.: 130761-83-0
• Molecular Formula: C₂₉H₄₅N₇O₁₁
• Molecular Weight: 667.717

Synonyms:N⁵-acetyl-N⁵-hydroxy-L-ornithyl-N⁵-acetyl-N⁵-hydroxy-L-ornithyl-N⁵-acetyl-N⁵-hydroxy-L-ornithyl-D-phenylglycine

Chemical Property of N⁵-acetyl-N⁵-hydroxy-L-ornithyl-N⁵-acetyl-N⁵-hydroxy-L-ornithyl-N⁵-acetyl-N⁵-hydroxy-L-ornithyl-D-phenylglycine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁵-acetyl-N⁵-hydroxy-L-ornithyl-N⁵-acetyl-N⁵-hydroxy-L-ornithyl-N⁵-acetyl-N⁵-hydroxy-L-ornithyl-D-phenylglycine

There total 5 articles about N⁵-acetyl-N⁵-hydroxy-L-ornithyl-N⁵-acetyl-N⁵-hydroxy-L-ornithyl-N⁵-acetyl-N⁵-hydroxy-L-ornithyl-D-phenylglycine 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: 83.0%

benzyl N5-acetyl-N5-(benzyloxy)-N2-(benzyloxycarbonyl)-L-ornithyl-N5-acetyl-N5-(benzyloxy)-L-ornithyl-N5-acetyl-N5-(benzyloxy)-L-ornithyl-D-phenylglycinate (130761-81-8) → N5-acetyl-N5-hydroxy-L-ornithyl-N5-acetyl-N5-hydroxy-L-ornithyl-N5-acetyl-N5-hydroxy-L-ornithyl-D-phenylglycine (130761-83-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; for 3h;

DOI:10.1021/jm00107a013

Reference yield:

(R)-phenylglycine (875-74-1) → N5-acetyl-N5-hydroxy-L-ornithyl-N5-acetyl-N5-hydroxy-L-ornithyl-N5-acetyl-N5-hydroxy-L-ornithyl-D-phenylglycine (130761-83-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) trimethylsilyl chloride, 2.) Et₃N / 1.) DMF, 10 min, 2.) 2 h

2: 60 percent / potassium carbonate / dimethylformamide

3: trifluoroacetic acid / CH₂Cl₂

4: 2-ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline (EEDQ) / CH₂Cl₂

5: 83 percent / H₂ / 10percent Pd/C / methanol; H₂O / 3 h

With chloro-trimethyl-silane; hydrogen; potassium carbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00107a013

Reference yield:

N-(triphenylmethyl)-D-phenylglycine (124620-57-1) → N5-acetyl-N5-hydroxy-L-ornithyl-N5-acetyl-N5-hydroxy-L-ornithyl-N5-acetyl-N5-hydroxy-L-ornithyl-D-phenylglycine (130761-83-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / potassium carbonate / dimethylformamide

2: trifluoroacetic acid / CH₂Cl₂

3: 2-ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline (EEDQ) / CH₂Cl₂

4: 83 percent / H₂ / 10percent Pd/C / methanol; H₂O / 3 h

With hydrogen; potassium carbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00107a013

upstream raw materials:

benzyl N⁵-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-D-phenylglycinate

(R)-phenylglycine

N-(triphenylmethyl)-D-phenylglycine

benzyl N-(triphenylmethyl)-D-phenylglycinate

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