4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-3,3-dimethyl-tetrahydro-pyran-2-yl]-2-methyl-3-triethylsilanyloxy-butyraldehyde

Base Information

Chemical Name:4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-3,3-dimethyl-tetrahydro-pyran-2-yl]-2-methyl-3-triethylsilanyloxy-butyraldehyde
CAS No.:934631-74-0
Molecular Formula:C₃₇H₆₀O₆Si₂
Molecular Weight:657.051
Hs Code.:

4-[6-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-3,3-dimethyl-tetrahydro-pyran-2-yl]-2-methyl-3-triethylsilanyloxy-butyraldehyde

Synonyms:4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-3,3-dimethyl-tetrahydro-pyran-2-yl]-2-methyl-3-triethylsilanyloxy-butyraldehyde

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Chemical Property of 4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-3,3-dimethyl-tetrahydro-pyran-2-yl]-2-methyl-3-triethylsilanyloxy-butyraldehyde

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Technology Process of 4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-3,3-dimethyl-tetrahydro-pyran-2-yl]-2-methyl-3-triethylsilanyloxy-butyraldehyde

There total 8 articles about 4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-3,3-dimethyl-tetrahydro-pyran-2-yl]-2-methyl-3-triethylsilanyloxy-butyraldehyde 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:

: 4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-3,3-dimethyl-tetrahydro-pyran-2-yl]-N-methoxy-2,N-dimethyl-3-triethylsilanyloxy-butyramide

: 934631-74-0
4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-3,3-dimethyl-tetrahydro-pyran-2-yl]-2-methyl-3-triethylsilanyloxy-butyraldehyde

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;
DOI:10.1021/ol063143k

Reference yield:

: 934631-68-2
tert-butyl-(4-ethynyl-5,5-dimethyl-3,7-dioxa-bicyclo[4.1.0]hept-2-ylmethoxy)-diphenyl-silane

: 934631-74-0
4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-3,3-dimethyl-tetrahydro-pyran-2-yl]-2-methyl-3-triethylsilanyloxy-butyraldehyde

Guidance literature:: Multi-step reaction with 7 steps

1.1: 80 percent / DIBAL-H / diethyl ether; hexane / 0 °C

2.1: 97 percent / DIEA / dimethylformamide / 0 - 20 °C

3.1: 76 percent / BH₃*SMe₂; 2-methyl-2-butene / tetrahydrofuran / 0 - 20 °C

4.1: Bu₂BOTf; triethylamine / CH₂Cl₂ / -78 - 0 °C

4.2: 93 percent / CH₂Cl₂ / 1.5 h / -78 - 0 °C

5.1: AlMe₃ / tetrahydrofuran; toluene / 0 - 20 °C

5.2: 96 percent / tetrahydrofuran; toluene / 0 °C

6.1: imidazole / dimethylformamide / 1 h / 20 °C

7.1: 292 mg / DIBAL-H / tetrahydrofuran; hexane / 0.5 h / -78 °C

With 1H-imidazole; 2-methyl-but-2-ene; dimethylsulfide borane complex; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 4.2: aldol addition;
DOI:10.1021/ol063143k

Reference yield:

: 934631-69-3
6-(tert-butyl-diphenyl-silanyloxymethyl)-2-ethynyl-3,3-dimethyl-tetrahydro-pyran-4-ol

: 934631-74-0
4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-3,3-dimethyl-tetrahydro-pyran-2-yl]-2-methyl-3-triethylsilanyloxy-butyraldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / DIEA / dimethylformamide / 0 - 20 °C

2.1: 76 percent / BH₃*SMe₂; 2-methyl-2-butene / tetrahydrofuran / 0 - 20 °C

3.1: Bu₂BOTf; triethylamine / CH₂Cl₂ / -78 - 0 °C

3.2: 93 percent / CH₂Cl₂ / 1.5 h / -78 - 0 °C

4.1: AlMe₃ / tetrahydrofuran; toluene / 0 - 20 °C

4.2: 96 percent / tetrahydrofuran; toluene / 0 °C

5.1: imidazole / dimethylformamide / 1 h / 20 °C

6.1: 292 mg / DIBAL-H / tetrahydrofuran; hexane / 0.5 h / -78 °C

With 1H-imidazole; 2-methyl-but-2-ene; dimethylsulfide borane complex; di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 3.2: aldol addition;
DOI:10.1021/ol063143k