2-[4-Bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-benzyl]-3,3-dimethyl-1-trimethylsilanylmethyl-cyclopentanol

Base Information

Chemical Name:2-[4-Bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-benzyl]-3,3-dimethyl-1-trimethylsilanylmethyl-cyclopentanol
CAS No.:166523-44-0
Molecular Formula:C₂₅H₄₅BrO₃Si₂
Molecular Weight:529.706
Hs Code.:

Synonyms:2-[4-Bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-benzyl]-3,3-dimethyl-1-trimethylsilanylmethyl-cyclopentanol

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Chemical Property of 2-[4-Bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-benzyl]-3,3-dimethyl-1-trimethylsilanylmethyl-cyclopentanol

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Technology Process of 2-[4-Bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-benzyl]-3,3-dimethyl-1-trimethylsilanylmethyl-cyclopentanol

There total 7 articles about 2-[4-Bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-benzyl]-3,3-dimethyl-1-trimethylsilanylmethyl-cyclopentanol 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:

: 22748-16-9
4,4-dimethylcyclopent-2-ene-1-one

: 166523-44-0
2-[4-Bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-benzyl]-3,3-dimethyl-1-trimethylsilanylmethyl-cyclopentanol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, RT, 3 h

2: H₂ / 5percent Pd/C / ethyl acetate / 24 h

3: tetrahydrofuran; pentane / -78 °C

With hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; pentane;
DOI:10.1021/jm950747d

Reference yield:

: 63272-66-2
4-bromo-2-hydroxy-5-methoxybenzaldehyde

: 166523-44-0
2-[4-Bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-benzyl]-3,3-dimethyl-1-trimethylsilanylmethyl-cyclopentanol

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole, DMAP / CH₂Cl₂ / Ambient temperature

2: NaBH₄ / methanol / 0 °C

3: Ph₃P, Br₂ / dimethylformamide / 0 °C

4: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, RT, 3 h

5: H₂ / 5percent Pd/C / ethyl acetate / 24 h

6: tetrahydrofuran; pentane / -78 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; hydrogen; bromine; triphenylphosphine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; pentane;
DOI:10.1021/jm950747d

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 166523-44-0
2-[4-Bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-benzyl]-3,3-dimethyl-1-trimethylsilanylmethyl-cyclopentanol

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole, DMAP / CH₂Cl₂ / Ambient temperature

2: NaBH₄ / methanol / 0 °C

3: Ph₃P, Br₂ / dimethylformamide / 0 °C

4: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, RT, 3 h

5: H₂ / 5percent Pd/C / ethyl acetate / 24 h

6: tetrahydrofuran; pentane / -78 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; hydrogen; bromine; triphenylphosphine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; pentane;
DOI:10.1021/jm950747d