2H-1-Benzopyran-5,8-dione, 6-[2,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]benzoyl]-2,2-dimethyl-

Base Information

Chemical Name:2H-1-Benzopyran-5,8-dione, 6-[2,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]benzoyl]-2,2-dimethyl-
CAS No.:557757-38-7
Molecular Formula:C30H42O6Si2
Molecular Weight:554.831
Hs Code.:

Synonyms:

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Chemical Property of 2H-1-Benzopyran-5,8-dione, 6-[2,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]benzoyl]-2,2-dimethyl-

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Technology Process of 2H-1-Benzopyran-5,8-dione, 6-[2,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]benzoyl]-2,2-dimethyl-

There total 14 articles about 2H-1-Benzopyran-5,8-dione, 6-[2,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]benzoyl]-2,2-dimethyl- 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: 31.0%

: 557757-37-6
[2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-(5,8-dihydroxy-2,2-dimethyl-2H-chromen-6-yl)-methanone

: 557757-38-7
6-[2,5-bis-(tert-butyl-dimethyl-silanyloxy)-benzoyl]-2,2-dimethyl-2H-chromene-5,8-dione

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In chloroform; N,N-dimethyl-formamide; at 25 ℃; for 4h;
DOI:10.1016/S0040-4039(03)00629-4

Reference yield:

: 31558-41-5
4-bromo-2,5-dimethoxybenzaldehyde

: 557757-38-7
6-[2,5-bis-(tert-butyl-dimethyl-silanyloxy)-benzoyl]-2,2-dimethyl-2H-chromene-5,8-dione

Guidance literature:: Multi-step reaction with 10 steps

1.1: m-CPBA / CH₂Cl₂ / 4 h / 25 °C

1.2: 99 percent / aq. NaOH / methanol / 1 h / 25 °C

2.1: 84 percent / DBU; CuCl₂ / acetonitrile / 6 h / 0 °C

3.1: cerium ammonium nitrate / acetonitrile; H₂O / 0.5 h / 25 °C

4.1: PhCH₃ / 0.5 h / 40 °C

5.1: NaBH₄; AcOH / tetrahydrofuran / 0.5 h / 25 °C

6.1: DIPEA / CH₂Cl₂ / 2 h / 0 °C

7.1: 52 percent / n-BuLi / diethyl ether / 1 h / -78 - 0 °C

8.1: 66 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

9.1: 70 percent / ZnBr₂ / CH₂Cl₂ / 4 h / 25 °C

10.1: 31 percent / IBX / CHCl₃; dimethylformamide / 4 h / 25 °C

With sodium tetrahydroborate; n-butyllithium; ammonium cerium(IV) nitrate; Dess-Martin periodane; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; toluene; copper dichloride; zinc dibromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Baeyer-Villiger oxidation / 4.1: Claisen cyclization;
DOI:10.1016/S0040-4039(03)00629-4

Reference yield:

: 1194-98-5
2,5-Dihydroxybenzaldehyde

: 557757-38-7
6-[2,5-bis-(tert-butyl-dimethyl-silanyloxy)-benzoyl]-2,2-dimethyl-2H-chromene-5,8-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 62 percent / imid / CH₂Cl₂ / 4 h / 25 °C

2: 52 percent / n-BuLi / diethyl ether / 1 h / -78 - 0 °C

3: 66 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 25 °C

4: 70 percent / ZnBr₂ / CH₂Cl₂ / 4 h / 25 °C

5: 31 percent / IBX / CHCl₃; dimethylformamide / 4 h / 25 °C

With 1H-imidazole; n-butyllithium; Dess-Martin periodane; zinc dibromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In diethyl ether; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)00629-4