2-(3-bromo-2-methoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-propionaldehyde

Base Information

Chemical Name:2-(3-bromo-2-methoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-propionaldehyde
CAS No.:760979-79-1
Molecular Formula:C₂₂H₂₉BrO₃Si
Molecular Weight:449.46
Hs Code.:

2-(3-bromo-2-methoxy-phenyl)-3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2-phenyl-propionaldehyde

Synonyms:2-(3-bromo-2-methoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-propionaldehyde

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Chemical Property of 2-(3-bromo-2-methoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-propionaldehyde

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Technology Process of 2-(3-bromo-2-methoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-propionaldehyde

There total 4 articles about 2-(3-bromo-2-methoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-propionaldehyde 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: 87.0%

: 760980-11-8
2-(3-bromo-2-methoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-propan-1-ol

: 760979-79-1
2-(3-bromo-2-methoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-propionaldehyde

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/ja040091q

Reference yield: 72.0%

: 7-bromo-3-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-2,3-dihydro-benzofuran-2-ol

: 74-88-4
methyl iodide

: 760979-79-1
2-(3-bromo-2-methoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-propionaldehyde

: ((2R,3S)-7-Bromo-2-methoxy-3-phenyl-2,3-dihydro-benzofuran-3-ylmethoxy)-tert-butyl-dimethyl-silane

: ((2S,3S)-7-Bromo-2-methoxy-3-phenyl-2,3-dihydro-benzofuran-3-ylmethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: With silver(l) oxide; In dichloromethane; at 25 ℃; for 3h;
DOI:10.1021/ja040090y

Reference yield:

: 321527-38-2
7-bromo-3-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-3H-benzofuran-2-one

: 760979-79-1
2-(3-bromo-2-methoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-propionaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / LiBH₄ / tetrahydrofuran / 8 h / 25 °C

2: 94 percent / K₂CO₃ / dimethylformamide / 2 h / 25 °C

3: 87 percent / NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 °C

With lithium borohydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja040091q