3-benzo[1,3]dioxol-5-yl-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-triisopropylsilanyloxy-propionaldehyde

Base Information

• Chemical Name: 3-benzo[1,3]dioxol-5-yl-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-triisopropylsilanyloxy-propionaldehyde
• CAS No.: 445417-93-6
• Molecular Formula: C₃₆H₅₀O₅Si₂
• Molecular Weight: 618.961

Synonyms:3-benzo[1,3]dioxol-5-yl-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-triisopropylsilanyloxy-propionaldehyde

Chemical Property of 3-benzo[1,3]dioxol-5-yl-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-triisopropylsilanyloxy-propionaldehyde

Chemical Property:

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Technology Process of 3-benzo[1,3]dioxol-5-yl-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-triisopropylsilanyloxy-propionaldehyde

There total 6 articles about 3-benzo[1,3]dioxol-5-yl-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-triisopropylsilanyloxy-propionaldehyde 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: 96.0%

3-benzo[1,3]dioxol-5-yl-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-triisopropylsilanyloxy-propan-1-ol (445417-92-5) → 3-benzo[1,3]dioxol-5-yl-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-triisopropylsilanyloxy-propionaldehyde (445417-93-6)

Guidance literature:

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1016/S0040-4039(02)00351-9

Reference yield:

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → 3-benzo[1,3]dioxol-5-yl-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-triisopropylsilanyloxy-propionaldehyde (445417-93-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

2.1: 91 percent / DIBAL-H / CH₂Cl₂ / 2 h / -78 °C

3.1: 90 percent / imidazole / dimethylformamide / 14 h / 20 °C

4.1: 9-BBN / tetrahydrofuran / 16 h / 0 - 20 °C

4.2: 89 percent / aq. NaOH; H₂O₂ / 1.5 h / 0 - 20 °C

5.1: 96 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.25 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; tetrapropylammonium perruthennate; 4 A molecular sieve; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)00351-9

Reference yield:

methyl 3-hydroxy-2-methylene-3-[(3,4-methylenedioxy)phenyl]propanoate (218934-11-3) → 3-benzo[1,3]dioxol-5-yl-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-triisopropylsilanyloxy-propionaldehyde (445417-93-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

2.1: 91 percent / DIBAL-H / CH₂Cl₂ / 2 h / -78 °C

3.1: 90 percent / imidazole / dimethylformamide / 14 h / 20 °C

4.1: 9-BBN / tetrahydrofuran / 16 h / 0 - 20 °C

4.2: 89 percent / aq. NaOH; H₂O₂ / 1.5 h / 0 - 20 °C

5.1: 96 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.25 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; tetrapropylammonium perruthennate; 4 A molecular sieve; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)00351-9

upstream raw materials:

3-benzo[1,3]dioxol-5-yl-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-triisopropylsilanyloxy-propan-1-ol

triisopropylsilyl trifluoromethanesulfonate

methyl 3-hydroxy-2-methylene-3-[(3,4-methylenedioxy)phenyl]propanoate

2-(benzo[1,3]dioxol-5-yl-triisopropylsilanyloxy-methyl)-prop-2-en-1-ol

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