N-benzyl-N-(tert-butyloxycarbonyl)-6-methyl-6-nitro-5-oxo-heptylamine

Base Information

• Chemical Name: N-benzyl-N-(tert-butyloxycarbonyl)-6-methyl-6-nitro-5-oxo-heptylamine
• CAS No.: 615268-17-2
• Molecular Formula: C₂₀H₃₀N₂O₅
• Molecular Weight: 378.469
• Mol file: 615268-17-2.mol

Synonyms:N-benzyl-N-(tert-butyloxycarbonyl)-6-methyl-6-nitro-5-oxo-heptylamine

Chemical Property of N-benzyl-N-(tert-butyloxycarbonyl)-6-methyl-6-nitro-5-oxo-heptylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzyl-N-(tert-butyloxycarbonyl)-6-methyl-6-nitro-5-oxo-heptylamine

There total 2 articles about N-benzyl-N-(tert-butyloxycarbonyl)-6-methyl-6-nitro-5-oxo-heptylamine 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: 93.0%

N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine (615268-16-1) → N-benzyl-N-(tert-butyloxycarbonyl)-6-methyl-6-nitro-5-oxo-heptylamine (615268-17-2)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;

DOI:10.1021/ol035564x

Reference yield:

benzyl-(5-oxo-pentyl)-carbamic acid tert-butyl acid (213772-26-0) → N-benzyl-N-(tert-butyloxycarbonyl)-6-methyl-6-nitro-5-oxo-heptylamine (615268-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / potassium tert-butoxide / acetonitrile; 2-methyl-propan-2-ol

2: 93 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1.33 h / cooling

With oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; triethylamine; In dichloromethane; acetonitrile; tert-butyl alcohol; 1: Henry reaction / 2: Swern oxidation;

DOI:10.1016/j.tet.2006.03.063

Reference yield:

N-benzyl-N-(tert-butyloxycarbonyl)-6-methyl-6-nitro-5-oxo-heptylamine (615268-17-2) → (5R)-N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine (615268-19-4) + (5S)-N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine

Guidance literature:

With (S)-diphenylprolinol; dimethylsulfide borane complex; In tetrahydrofuran; at 45 - 50 ℃; Title compound not separated from byproducts;

DOI:10.1021/ol035564x

upstream raw materials:

N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine

benzyl-(5-oxo-pentyl)-carbamic acid tert-butyl acid

Downstream raw materials:

(5R)-N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine

(5R)-N-benzyl-5-diphenylphosphatoxy-6-methyl-6-nitroheptylamine

(5R)-N-benzyl-N-(tert-butyloxycarbonyl)-5-diphenylphosphatoxy-6-methyl-6-nitroheptylamine