5-(N-tert-butyl-N-hydroxyamino)-2-methoxy-1,3-phenylenebis(N-tert-butyl-N-(tert-butyldimethylsilyloxy)amine)

Base Information

• Chemical Name: 5-(N-tert-butyl-N-hydroxyamino)-2-methoxy-1,3-phenylenebis(N-tert-butyl-N-(tert-butyldimethylsilyloxy)amine)
• CAS No.: 151799-71-2
• Molecular Formula: C₃₁H₆₃N₃O₄Si₂
• Molecular Weight: 598.03

Synonyms:5-(N-tert-butyl-N-hydroxyamino)-2-methoxy-1,3-phenylenebis(N-tert-butyl-N-(tert-butyldimethylsilyloxy)amine)

Chemical Property of 5-(N-tert-butyl-N-hydroxyamino)-2-methoxy-1,3-phenylenebis(N-tert-butyl-N-(tert-butyldimethylsilyloxy)amine)

Chemical Property:

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Technology Process of 5-(N-tert-butyl-N-hydroxyamino)-2-methoxy-1,3-phenylenebis(N-tert-butyl-N-(tert-butyldimethylsilyloxy)amine)

There total 3 articles about 5-(N-tert-butyl-N-hydroxyamino)-2-methoxy-1,3-phenylenebis(N-tert-butyl-N-(tert-butyldimethylsilyloxy)amine) 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: 87.6%

tert.-butyl lithium (594-19-4) + 5-bromo-2-methoxy-1,3-phenylenebis[N-tert-butyl-N-(tert-butyldimethylsilyloxy)amine] (151799-70-1) → 5-(N-tert-butyl-N-hydroxyamino)-2-methoxy-1,3-phenylenebis(N-tert-butyl-N-(tert-butyldimethylsilyloxy)amine) (151799-71-2)

Guidance literature:

With t-butylnitrite; In diethyl ether; -78 deg C, then RT, 10 h;

DOI:10.1021/j100152a034

Reference yield:

2,4,6-tribromoanisole (607-99-8) → 5-(N-tert-butyl-N-hydroxyamino)-2-methoxy-1,3-phenylenebis(N-tert-butyl-N-(tert-butyldimethylsilyloxy)amine) (151799-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 68.8 percent / 2-methyl-2-nitrosopropane / diethyl ether / -78 deg C, then RT, 10 h

2: 97.8 percent / imidazole / dimethylformamide / 60 °C

3: 87.6 percent / 2-methyl-2-nitrosopropane / diethyl ether / -78 deg C, then RT, 10 h

With 1H-imidazole; t-butylnitrite; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/j100152a034

Reference yield:

5-bromo-2-methoxy-1,3-phenylenebis(N-tert-butyl-N-hydroxyamine) (151799-69-8) → 5-(N-tert-butyl-N-hydroxyamino)-2-methoxy-1,3-phenylenebis(N-tert-butyl-N-(tert-butyldimethylsilyloxy)amine) (151799-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 97.8 percent / imidazole / dimethylformamide / 60 °C

2: 87.6 percent / 2-methyl-2-nitrosopropane / diethyl ether / -78 deg C, then RT, 10 h

With 1H-imidazole; t-butylnitrite; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/j100152a034

upstream raw materials:

tert.-butyl lithium

5-bromo-2-methoxy-1,3-phenylenebis[N-tert-butyl-N-(tert-butyldimethylsilyloxy)amine]

2,4,6-tribromoanisole

5-bromo-2-methoxy-1,3-phenylenebis(N-tert-butyl-N-hydroxyamine)

Downstream raw materials:

2-methoxy-1,3,5-benzenetriyltris(N-tert-butyl-N-hydroxyamine)

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