6-[3-(tert-butyldimethylsilanyloxy)-3-phenylpropyl]-2-iodo-3-methoxymethoxypyridine

Base Information

• Chemical Name: 6-[3-(tert-butyldimethylsilanyloxy)-3-phenylpropyl]-2-iodo-3-methoxymethoxypyridine
• CAS No.: 824393-67-1
• Molecular Formula: C₂₂H₃₂INO₃Si
• Molecular Weight: 513.491
• Mol file: 824393-67-1.mol

Synonyms:6-[3-(tert-butyldimethylsilanyloxy)-3-phenylpropyl]-2-iodo-3-methoxymethoxypyridine

Chemical Property of 6-[3-(tert-butyldimethylsilanyloxy)-3-phenylpropyl]-2-iodo-3-methoxymethoxypyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[3-(tert-butyldimethylsilanyloxy)-3-phenylpropyl]-2-iodo-3-methoxymethoxypyridine

There total 4 articles about 6-[3-(tert-butyldimethylsilanyloxy)-3-phenylpropyl]-2-iodo-3-methoxymethoxypyridine 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%

chloromethyl methyl ether (107-30-2) + 6-[3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propyl]-2-iodo-pyridin-3-ol (824393-73-9) → 6-[3-(tert-butyldimethylsilanyloxy)-3-phenylpropyl]-2-iodo-3-methoxymethoxypyridine (824393-67-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.tet.2004.09.111

Reference yield:

5-Hydroxy-2-methylpyridine (1121-78-4) → 6-[3-(tert-butyldimethylsilanyloxy)-3-phenylpropyl]-2-iodo-3-methoxymethoxypyridine (824393-67-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 64 percent / sec-BuLi / tetrahydrofuran; cyclohexane / 2 h / -78 °C

2: 63 percent / Na₂CO₃; I₂ / H₂O; tetrahydrofuran / 1 h / 20 °C

3: 91 percent / imidazole / dimethylformamide / 12 h / 20 °C

4: 77 percent / CH₃COOH / H₂O; tetrahydrofuran / 4 h / 20 °C

5: 92 percent / N,N-diisopropylethylamine / tetrahydrofuran / 0 - 20 °C

With 1H-imidazole; iodine; sec.-butyllithium; sodium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; cyclohexane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2004.09.111

Reference yield:

6-(3-hydroxy-3-phenyl-propyl)-pyridin-3-ol (824393-71-7) → 6-[3-(tert-butyldimethylsilanyloxy)-3-phenylpropyl]-2-iodo-3-methoxymethoxypyridine (824393-67-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 63 percent / Na₂CO₃; I₂ / H₂O; tetrahydrofuran / 1 h / 20 °C

2: 91 percent / imidazole / dimethylformamide / 12 h / 20 °C

3: 77 percent / CH₃COOH / H₂O; tetrahydrofuran / 4 h / 20 °C

4: 92 percent / N,N-diisopropylethylamine / tetrahydrofuran / 0 - 20 °C

With 1H-imidazole; iodine; sodium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2004.09.111

upstream raw materials:

chloromethyl methyl ether

6-[3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propyl]-2-iodo-pyridin-3-ol

5-Hydroxy-2-methylpyridine

6-(3-hydroxy-3-phenyl-propyl)-pyridin-3-ol

Downstream raw materials:

bis-[6-[3-(tert-butyldimethylsilanyloxy)-3-phenylpropyl]-3-methoxymethoxypyridine-2-yl]-methanol

bis-{6-[3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propyl]-3-methoxymethoxy-pyridin-2-yl}-methanone

bis-{6-[3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propyl]-3-hydroxy-pyridin-2-yl}-methanone

2,7-bis-[3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propyl]-10-oxa-1,8-diaza-anthracen-9-one