3'-O-(6''-bromohexyl)-4'-O-benzyl-5,6-O-cyclohexylidene-tetra-N-benzyl-tetra-N-tert-butoxycarbonylneamine

Base Information

• Chemical Name: 3'-O-(6''-bromohexyl)-4'-O-benzyl-5,6-O-cyclohexylidene-tetra-N-benzyl-tetra-N-tert-butoxycarbonylneamine
• CAS No.: 312957-79-2
• Molecular Formula: C₇₉H₁₀₇BrN₄O₁₄
• Molecular Weight: 1416.64
• Mol file: 312957-79-2.mol

Synonyms:3'-O-(6''-bromohexyl)-4'-O-benzyl-5,6-O-cyclohexylidene-tetra-N-benzyl-tetra-N-tert-butoxycarbonylneamine

Chemical Property of 3'-O-(6''-bromohexyl)-4'-O-benzyl-5,6-O-cyclohexylidene-tetra-N-benzyl-tetra-N-tert-butoxycarbonylneamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-O-(6''-bromohexyl)-4'-O-benzyl-5,6-O-cyclohexylidene-tetra-N-benzyl-tetra-N-tert-butoxycarbonylneamine

There total 8 articles about 3'-O-(6''-bromohexyl)-4'-O-benzyl-5,6-O-cyclohexylidene-tetra-N-benzyl-tetra-N-tert-butoxycarbonylneamine 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: 59.0%

1 ,6-dibromohexane (629-03-8) + 1,3,2',6'-tetra-N-benzyl-4'-O-benzyl-1,3,2',6'-tetra-N-tert-butoxycarbonyl-5,6-O-cyclohexylideneneamine (312957-77-0) → 3'-O-(6''-bromohexyl)-4'-O-benzyl-5,6-O-cyclohexylidene-tetra-N-benzyl-tetra-N-tert-butoxycarbonylneamine (312957-79-2)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 0.5h;

DOI:10.1021/jo000589k

Reference yield:

cycloxexanone dimethyl ketal (933-40-4) → 3'-O-(6''-bromohexyl)-4'-O-benzyl-5,6-O-cyclohexylidene-tetra-N-benzyl-tetra-N-tert-butoxycarbonylneamine (312957-79-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 69 percent

2: 74 percent / imidazole / dimethylformamide / 20 °C

3: 48 percent / NaH / dimethylformamide / 2 h / 20 °C

4: 63 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C

5: 59 percent / KOH / dimethylsulfoxide / 0.5 h / 20 °C

With 1H-imidazole; potassium hydroxide; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jo000589k

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 3'-O-(6''-bromohexyl)-4'-O-benzyl-5,6-O-cyclohexylidene-tetra-N-benzyl-tetra-N-tert-butoxycarbonylneamine (312957-79-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 83 percent / Et₃N

2: 69 percent

3: 74 percent / imidazole / dimethylformamide / 20 °C

4: 48 percent / NaH / dimethylformamide / 2 h / 20 °C

5: 63 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C

6: 59 percent / KOH / dimethylsulfoxide / 0.5 h / 20 °C

With 1H-imidazole; potassium hydroxide; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jo000589k

upstream raw materials:

1 ,6-dibromohexane

1,3,2',6'-tetra-N-benzyl-4'-O-benzyl-1,3,2',6'-tetra-N-tert-butoxycarbonyl-5,6-O-cyclohexylideneneamine

cycloxexanone dimethyl ketal

di-tert-butyl dicarbonate