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

Base Information

Chemical Name: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
CAS No.:312957-57-6
Molecular Formula:C₆₇H₈₉BrN₄O₁₃
Molecular Weight:1238.37
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 8 articles about 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 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: 92.0%

: 111-24-0
1,5-dibromo-pentane

: 312957-56-5
1,3,2',6'-tetra-N-benzyl-1,3,2'-tri-N-tert-butoxycarbonyl-6'-N,4'-O-carbonyl-5,6-O-cyclohexylideneneamine

: 312957-57-6
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

Guidance literature:: With potassium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 0.5h;
DOI:10.1021/jo000589k

Reference yield:

: 933-40-4
cycloxexanone dimethyl ketal

: 312957-57-6
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

Guidance literature:: Multi-step reaction with 5 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

4.1: 66 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h

5.1: 92 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 312957-57-6
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

Guidance literature:: Multi-step reaction with 6 steps

1.1: 83 percent / Et₃N

2.1: 69 percent

3.1: 74 percent / imidazole / dimethylformamide / 20 °C

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

4.2: 79 percent / dimethylformamide / 6 h / 20 °C

5.1: 66 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h

6.1: 92 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