[2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-[5,8-bis-(2-methoxy-ethoxymethoxy)-2,2-dimethyl-2H-chromen-6-yl]-methanol

Base Information

Chemical Name:[2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-[5,8-bis-(2-methoxy-ethoxymethoxy)-2,2-dimethyl-2H-chromen-6-yl]-methanol
CAS No.:557757-35-4
Molecular Formula:C₃₈H₆₂O₁₀Si₂
Molecular Weight:735.075
Hs Code.:

[2,5-bis-(<i>tert</i>-butyl-dimethyl-silanyloxy)-phenyl]-[5,8-bis-(2-methoxy-ethoxymethoxy)-2,2-dimethyl-2<i>H</i>-chromen-6-yl]-methanol

Synonyms:[2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-[5,8-bis-(2-methoxy-ethoxymethoxy)-2,2-dimethyl-2H-chromen-6-yl]-methanol

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Chemical Property of [2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-[5,8-bis-(2-methoxy-ethoxymethoxy)-2,2-dimethyl-2H-chromen-6-yl]-methanol

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Technology Process of [2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-[5,8-bis-(2-methoxy-ethoxymethoxy)-2,2-dimethyl-2H-chromen-6-yl]-methanol

There total 10 articles about [2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-[5,8-bis-(2-methoxy-ethoxymethoxy)-2,2-dimethyl-2H-chromen-6-yl]-methanol 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: 52.0%

: 113984-70-6
2,5-bis(tert-butyldimethylsilyloxy)benzaldehyde

: 557757-31-0
6-bromo-5,8-bis-(2-methoxy-ethoxymethoxy)-2,2-dimethyl-2H-chromene

: 557757-35-4
[2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-[5,8-bis-(2-methoxy-ethoxymethoxy)-2,2-dimethyl-2H-chromen-6-yl]-methanol

Guidance literature:: With n-butyllithium; In diethyl ether; at -78 - 0 ℃; for 1h;
DOI:10.1016/S0040-4039(03)00629-4

Reference yield:

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

: 557757-35-4
[2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-[5,8-bis-(2-methoxy-ethoxymethoxy)-2,2-dimethyl-2H-chromen-6-yl]-methanol

Guidance literature:: Multi-step reaction with 7 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

With sodium tetrahydroborate; n-butyllithium; ammonium cerium(IV) nitrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; toluene; copper dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; water; 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

: 557757-35-4
[2,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-[5,8-bis-(2-methoxy-ethoxymethoxy)-2,2-dimethyl-2H-chromen-6-yl]-methanol

Guidance literature:: Multi-step reaction with 2 steps

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

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

With 1H-imidazole; n-butyllithium; In diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(03)00629-4