4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde

Base Information

Chemical Name:4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde
CAS No.:426820-46-4
Molecular Formula:C₂₆H₄₆O₅Si₂
Molecular Weight:494.819
Hs Code.:

4,6-bis-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde

Synonyms:4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde

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Chemical Property of 4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde

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Technology Process of 4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde

There total 9 articles about 4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde 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: 65.0%

: 107-30-2
chloromethyl methyl ether

: 426820-45-3
4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-3-(3-methyl-but-2-enyl)-benzaldehyde

: 426820-46-4
4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde

Guidance literature:: With sodium hydride; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4039(01)02137-2

Reference yield:

: 108-73-6
3,5-dihydroxyphenol

: 426820-46-4
4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: 96 percent / NaH / dimethylformamide / 20 °C

2.1: nBuLi

2.2: 89 percent / tetrahydrofuran / 0 °C

3.1: nBuLi

3.2: 95 percent / tetrahydrofuran / 0 °C

4.1: 100 percent / CSA; MeOH / 60 °C

5.1: 100 percent / DMAP; Et₃N / dimethylformamide / 20 °C

6.1: 78 percent / DIBAL-H / toluene / -78 °C

7.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C

8.1: 65 percent / NaH / CH₂Cl₂ / 20 °C

With methanol; dmap; n-butyllithium; camphor-10-sulfonic acid; sodium hydride; diisobutylaluminium hydride; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(01)02137-2

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 426820-46-4
4,6-bis-(tert-butyl-dimethyl-silanyloxy)-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-benzaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / DMAP; Et₃N / dimethylformamide / 20 °C

2: 78 percent / DIBAL-H / toluene / -78 °C

3: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C

4: 65 percent / NaH / CH₂Cl₂ / 20 °C

With dmap; sodium hydride; diisobutylaluminium hydride; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(01)02137-2