4-(tert-butyldimethylsiloxy)-5-(tert-butyldimethylsiloxy)methyl-2-(3,4-dimethoxybenzyl)-6-methoxyisoindolin-1-one

Base Information

• Chemical Name: 4-(tert-butyldimethylsiloxy)-5-(tert-butyldimethylsiloxy)methyl-2-(3,4-dimethoxybenzyl)-6-methoxyisoindolin-1-one
• CAS No.: 1236125-67-9
• Molecular Formula: C₃₁H₄₉NO₆Si₂
• Molecular Weight: 587.904
• Mol file: 1236125-67-9.mol

Synonyms:4-(tert-butyldimethylsiloxy)-5-(tert-butyldimethylsiloxy)methyl-2-(3,4-dimethoxybenzyl)-6-methoxyisoindolin-1-one

Chemical Property of 4-(tert-butyldimethylsiloxy)-5-(tert-butyldimethylsiloxy)methyl-2-(3,4-dimethoxybenzyl)-6-methoxyisoindolin-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(tert-butyldimethylsiloxy)-5-(tert-butyldimethylsiloxy)methyl-2-(3,4-dimethoxybenzyl)-6-methoxyisoindolin-1-one

There total 12 articles about 4-(tert-butyldimethylsiloxy)-5-(tert-butyldimethylsiloxy)methyl-2-(3,4-dimethoxybenzyl)-6-methoxyisoindolin-1-one 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:

2-(3,4-dimethoxybenzyl)-4-hydroxy-5-hydroxymethyl-6-methoxyisoindolin-1-one (1310461-64-3) + tert-butyldimethylsilyl chloride (18162-48-6) → 4-(tert-butyldimethylsiloxy)-5-(tert-butyldimethylsiloxy)methyl-2-(3,4-dimethoxybenzyl)-6-methoxyisoindolin-1-one (1236125-67-9)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1039/c000193g

Reference yield:

methyl 8-aminomethyl-5-methoxy-2,2-dimethyl-4H-benzo[d][1,3]dioxine-7carboxylate hydrochloride salt (1310461-17-6) → 4-(tert-butyldimethylsiloxy)-5-(tert-butyldimethylsiloxy)methyl-2-(3,4-dimethoxybenzyl)-6-methoxyisoindolin-1-one (1236125-67-9)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium methylate / methanol / 1 h / 20 °C

2: sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3: hydrogenchloride / tetrahydrofuran; water / 20 °C

4: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C

With 1H-imidazole; hydrogenchloride; sodium methylate; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201100173

Reference yield:

5-methoxy-2,2-dimethyl-8,9-dihydro-[1,3]dioxino[4,5-e]isoindol-7(4H)-one (1236125-62-4) → 4-(tert-butyldimethylsiloxy)-5-(tert-butyldimethylsiloxy)methyl-2-(3,4-dimethoxybenzyl)-6-methoxyisoindolin-1-one (1236125-67-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: hydrogenchloride / tetrahydrofuran; water / 20 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C

With 1H-imidazole; hydrogenchloride; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201100173

upstream raw materials:

2-(3,4-dimethoxybenzyl)-4-hydroxy-5-hydroxymethyl-6-methoxyisoindolin-1-one

tert-butyldimethylsilyl chloride

methyl 8-aminomethyl-5-methoxy-2,2-dimethyl-4H-benzo[d][1,3]dioxine-7carboxylate hydrochloride salt

5-methoxy-2,2-dimethyl-8,9-dihydro-[1,3]dioxino[4,5-e]isoindol-7(4H)-one

Downstream raw materials:

5-bromomethyl-4-(tert-butyldimethylsiloxy)-2-(3,4-dimethoxybenzyl)-6-methoxyisoindolin-1-one

4-(tert-butyldimethylsiloxy)-2-(3,4-dimethoxybenzyl)-6-methoxy-5-{[(4a'S,5'S,8a'S)-5',8a'-dimethyl-6'-oxooctahydro-2'H-spiro[[1,3]dioxolane-2,1'-naphthalene]-5'-yl]methyl}-isoindolin-1-one