Sodium; 3-[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-2-{[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-2-hydroxy-propionate

Base Information

• Chemical Name: Sodium; 3-[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-2-{[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-2-hydroxy-propionate
• CAS No.: 83948-79-2
• Molecular Formula: C₃₄H₄₇N₄O₉*Na
• Molecular Weight: 678.758
• Mol file: 83948-79-2.mol

Synonyms:

Chemical Property of Sodium; 3-[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-2-{[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-2-hydroxy-propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Sodium; 3-[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-2-{[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-2-hydroxy-propionate

There total 8 articles about Sodium; 3-[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-2-{[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-2-hydroxy-propionate 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:

5-hydroxypentylamine (2508-29-4) → Sodium; 3-[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-2-{[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-2-hydroxy-propionate (83948-79-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 92 percent / acetonitrile / 24 h / Ambient temperature

2: 78 percent / PPh₃, CBr₄ / tetrahydrofuran / Ambient temperature; 1.) 2 h, 2.) stirring overnight

3: 62 percent / KI, K₂CO₃ / acetone / 24 h / Heating

4: 92 percent / CF₃COOH / 0.25 h / Ambient temperature

5: 95.6 percent / Et₃N / acetonitrile / 2.5 h / Ambient temperature

6: tetrahydrofuran; H₂O / 2 h

With carbon tetrabromide; potassium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; potassium iodide; In tetrahydrofuran; water; acetone; acetonitrile;

DOI:10.1021/jo00149a005

Reference yield:

5-oxo-1,3-dioxolan-4-ylidenedi(acetic acid) (144-16-1) → Sodium; 3-[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-2-{[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-2-hydroxy-propionate (83948-79-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 57 percent / Et₃N / CHCl₃ / 72 h / Heating

2: 41 percent / DCC / acetonitrile / 1.) 0 deg C, 0.5 h, 2.) room temperature, 5 h

3: 95.6 percent / Et₃N / acetonitrile / 2.5 h / Ambient temperature

4: tetrahydrofuran; H₂O / 2 h

With triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform; water; acetonitrile;

DOI:10.1021/jo00149a005

Reference yield:

N-(tert-butyloxycarbonyl)-5-aminopentanol (75178-90-4) → Sodium; 3-[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-2-{[5-(acetyl-benzyloxy-amino)-pentylcarbamoyl]-methyl}-2-hydroxy-propionate (83948-79-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / PPh₃, CBr₄ / tetrahydrofuran / Ambient temperature; 1.) 2 h, 2.) stirring overnight

2: 62 percent / KI, K₂CO₃ / acetone / 24 h / Heating

3: 92 percent / CF₃COOH / 0.25 h / Ambient temperature

4: 95.6 percent / Et₃N / acetonitrile / 2.5 h / Ambient temperature

5: tetrahydrofuran; H₂O / 2 h

With carbon tetrabromide; potassium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; potassium iodide; In tetrahydrofuran; water; acetone; acetonitrile;

DOI:10.1021/jo00149a005

upstream raw materials:

Tribenzylarthrobactin

5-hydroxypentylamine

5-oxo-1,3-dioxolan-4-ylidenedi(acetic acid)

N-(tert-butyloxycarbonyl)-5-aminopentanol

Downstream raw materials:

Arthrobactin