Furan-2-carboxylic acid [3-bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methyl-phenyl]-methyl-amide

Base Information

Chemical Name:Furan-2-carboxylic acid [3-bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methyl-phenyl]-methyl-amide
CAS No.:156498-36-1
Molecular Formula:C₁₉H₂₆BrNO₃Si
Molecular Weight:424.41
Hs Code.:

Synonyms:Furan-2-carboxylic acid [3-bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methyl-phenyl]-methyl-amide

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Chemical Property of Furan-2-carboxylic acid [3-bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methyl-phenyl]-methyl-amide

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Technology Process of Furan-2-carboxylic acid [3-bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methyl-phenyl]-methyl-amide

There total 7 articles about Furan-2-carboxylic acid [3-bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methyl-phenyl]-methyl-amide 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 156498-43-0
Furan-2-carboxylic acid (3-bromo-2-hydroxy-5-methyl-phenyl)-methyl-amide

: 156498-36-1
Furan-2-carboxylic acid [3-bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methyl-phenyl]-methyl-amide

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/S0040-4039(00)73104-2

Reference yield:

: 2432-14-6
3,5-dibromo-4-hydroxytoluene

: 156498-36-1
Furan-2-carboxylic acid [3-bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methyl-phenyl]-methyl-amide

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / NaNO₂ / acetic acid

2: 60 percent / NaOH / methanol / Heating

3: 82 percent / Na₂S, NaHCO₃ / methanol; H₂O / 0.67 h

4: 72 percent / Et₃N / 0 deg C to RT

5: 87 percent / NaH / tetrahydrofuran

6: 92 percent / BCl₃ / CH₂Cl₂ / -10 °C

7: 87 percent / NaH / tetrahydrofuran / 0 °C

With sodium sulfide; sodium hydroxide; boron trichloride; sodium hydride; sodium hydrogencarbonate; triethylamine; sodium nitrite; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid;
DOI:10.1016/S0040-4039(00)73104-2

Reference yield:

: 20039-91-2
2-bromo-4-methyl-6-nitrophenol

: 156498-36-1
Furan-2-carboxylic acid [3-bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methyl-phenyl]-methyl-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 60 percent / NaOH / methanol / Heating

2: 82 percent / Na₂S, NaHCO₃ / methanol; H₂O / 0.67 h

3: 72 percent / Et₃N / 0 deg C to RT

4: 87 percent / NaH / tetrahydrofuran

5: 92 percent / BCl₃ / CH₂Cl₂ / -10 °C

6: 87 percent / NaH / tetrahydrofuran / 0 °C

With sodium sulfide; sodium hydroxide; boron trichloride; sodium hydride; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/S0040-4039(00)73104-2