2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[8-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-2,2-dimethyl-2H-chromen-6-yl]-ethanone

Base Information

• Chemical Name: 2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[8-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-2,2-dimethyl-2H-chromen-6-yl]-ethanone
• CAS No.: 191678-11-2
• Molecular Formula: C₄₀H₄₂O₈Si
• Molecular Weight: 678.854
• Mol file: 191678-11-2.mol

Synonyms:2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[8-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-2,2-dimethyl-2H-chromen-6-yl]-ethanone

Chemical Property of 2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[8-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-2,2-dimethyl-2H-chromen-6-yl]-ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[8-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-2,2-dimethyl-2H-chromen-6-yl]-ethanone

There total 16 articles about 2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[8-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-2,2-dimethyl-2H-chromen-6-yl]-ethanone 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: 83.0%

2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[8-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-2,2-dimethyl-2H-chromen-6-yl]-ethanol (191678-09-8) → 2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[8-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-2,2-dimethyl-2H-chromen-6-yl]-ethanone (191678-11-2)

Guidance literature:

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; at 25 ℃;

DOI:10.1016/S0040-4039(97)00927-1

Reference yield:

2-hydroxy-5-methoxybenzaldehyde (672-13-9) → 2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[8-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-2,2-dimethyl-2H-chromen-6-yl]-ethanone (191678-11-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 90 percent / imidazole / tetrahydrofuran / 25 °C

2: 93 percent / m-CPBA / ethyl acetate / 25 °C

3: 61 percent / NaH / tetrahydrofuran / 25 °C

4: 75 percent / t-BuLi / tetrahydrofuran / 25 °C

5: 84 percent / concd. HCl / methanol / 0 °C

6: 63 percent / DDQ / benzene / Heating

7: 1.) t-BuOK/BuLi; 2.) BuLi / 1.) THF, -78 deg C; 2.) THF, -78 deg C

8: 83 percent / Pr₄NRuO₄, 4-methylmorpholine N-oxide, 4 A molecular sieve / CH₂Cl₂ / 25 °C

With 1H-imidazole; hydrogenchloride; n-butyllithium; tetrapropylammonium perruthennate; 4 A molecular sieve; potassium tert-butylate; tert.-butyl lithium; sodium hydride; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; benzene;

DOI:10.1016/S0040-4039(97)00927-1

Reference yield:

piperonal (120-57-0,30024-74-9) → 2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[8-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-2,2-dimethyl-2H-chromen-6-yl]-ethanone (191678-11-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 86 percent / tetrahydrofuran / -78 °C

2: 60 percent / PCC / CH₂Cl₂ / 25 °C

3: 43 percent / p-TsOH / benzene / Heating

4: 73 percent / LiAlH₄ / diethyl ether / 25 °C

5: 58 percent / PCC / CH₂Cl₂ / 25 °C

6: 1.) t-BuOK/BuLi; 2.) BuLi / 1.) THF, -78 deg C; 2.) THF, -78 deg C

7: 83 percent / Pr₄NRuO₄, 4-methylmorpholine N-oxide, 4 A molecular sieve / CH₂Cl₂ / 25 °C

With lithium aluminium tetrahydride; n-butyllithium; tetrapropylammonium perruthennate; 4 A molecular sieve; potassium tert-butylate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;

DOI:10.1016/S0040-4039(97)00927-1

upstream raw materials:

2-(2-Benzo[1,3]dioxol-5-yl-[1,3]dioxolan-2-yl)-1-[8-(tert-butyl-diphenyl-silanyloxy)-5-methoxy-2,2-dimethyl-2H-chromen-6-yl]-ethanol

2-hydroxy-5-methoxybenzaldehyde

piperonal

ethyl 3-(benzo[d][1,3]dioxol-5-yl)-3-hydroxypropanoate