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

Base Information

• Chemical Name: 1,3,2',6'-tetra-N-benzyl-1,3,2'-tri-N-tert-butoxycarbonyl-3'-O-tert-butyldimethylsilyl-6'-N,4'-O-carbonyl-5,6-O-cyclohexylideneneamine
• CAS No.: 312957-54-3
• Molecular Formula: C₆₈H₉₄N₄O₁₃Si
• Molecular Weight: 1203.6
• Mol file: 312957-54-3.mol

Synonyms:1,3,2',6'-tetra-N-benzyl-1,3,2'-tri-N-tert-butoxycarbonyl-3'-O-tert-butyldimethylsilyl-6'-N,4'-O-carbonyl-5,6-O-cyclohexylideneneamine

Chemical Property of 1,3,2',6'-tetra-N-benzyl-1,3,2'-tri-N-tert-butoxycarbonyl-3'-O-tert-butyldimethylsilyl-6'-N,4'-O-carbonyl-5,6-O-cyclohexylideneneamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3,2',6'-tetra-N-benzyl-1,3,2'-tri-N-tert-butoxycarbonyl-3'-O-tert-butyldimethylsilyl-6'-N,4'-O-carbonyl-5,6-O-cyclohexylideneneamine

There total 7 articles about 1,3,2',6'-tetra-N-benzyl-1,3,2'-tri-N-tert-butoxycarbonyl-3'-O-tert-butyldimethylsilyl-6'-N,4'-O-carbonyl-5,6-O-cyclohexylideneneamine 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: 79.0%

benzyl bromide (100-39-0) + 1,3,2',6'-tetra-N-tert-butoxycarbonyl-3'-O-tert-butyldimethylsilyl-5,6-O-cyclohexylideneneamine (312957-53-2) → 1,3,2',6'-tetra-N-benzyl-1,3,2'-tri-N-tert-butoxycarbonyl-3'-O-tert-butyldimethylsilyl-6'-N,4'-O-carbonyl-5,6-O-cyclohexylideneneamine (312957-54-3)

Guidance literature:

1,3,2',6'-tetra-N-tert-butoxycarbonyl-3'-O-tert-butyldimethylsilyl-5,6-O-cyclohexylideneneamine; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 6h; Further stages.;

DOI:10.1021/jo000589k

Reference yield: 48.0%

benzyl bromide (100-39-0) + 1,3,2',6'-tetra-N-tert-butoxycarbonyl-3'-O-tert-butyldimethylsilyl-5,6-O-cyclohexylideneneamine (312957-53-2) → 1,3,2',6'-tetra-N-benzyl-1,3,2'-tri-N-tert-butoxycarbonyl-3'-O-tert-butyldimethylsilyl-6'-N,4'-O-carbonyl-5,6-O-cyclohexylideneneamine (312957-54-3) + 1,3,2',6'-tetra-N-benzyl-4'-O-benzyl-1,3,2',6'-tetra-N-tert-butoxycarbonyl-3'-O-tert-butyldimethylsilyl-5,6-O-cyclohexylideneneamine (312957-76-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/jo000589k

Reference yield:

cycloxexanone dimethyl ketal (933-40-4) → 1,3,2',6'-tetra-N-benzyl-1,3,2'-tri-N-tert-butoxycarbonyl-3'-O-tert-butyldimethylsilyl-6'-N,4'-O-carbonyl-5,6-O-cyclohexylideneneamine (312957-54-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 69 percent

2.1: 74 percent / imidazole / dimethylformamide / 20 °C

3.1: NaH / dimethylformamide / 2 h / 20 °C

3.2: 79 percent / dimethylformamide / 6 h / 20 °C

With 1H-imidazole; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jo000589k

upstream raw materials:

benzyl bromide

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

cycloxexanone dimethyl ketal

di-tert-butyl dicarbonate

Downstream raw materials:

1,3,2',6'-tetra-N-benzyl-3'-O-(5''-bromopentyl)-1,3,2'-tri-N-tert-butoxycarbonyl-6'-N,4'-O-carbonyl-5,6-O-cyclohexylideneneamine

1,3,2',6'-tetra-N-benzyl-3'-O-(6''-bromohexyl)-1,3,2'-tri-N-tert-butoxycarbonyl-6'-N,4'-O-carbonyl-5,6-O-cyclohexylideneneamine

1,3,2',6'-tetra-N-benzyl-3'-O-(7''-bromoheptyl)-1,3,2'-tri-N-tert-butoxycarbonyl-6'-N,4'-O-carbonyl-5,6-O-cyclohexylideneneamine

1,3,2',6'-tetra-N-benzyl-3'-O-(8''-bromooctyl)-1,3,2'-tri-N-tert-butoxycarbonyl-6'-N,4'-O-carbonyl-5,6-O-cyclohexylideneneamine