(1R)-[2-bromo-3-(3,4-dimethoxy-benzyloxymethyl)-4,4-dimethyl-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:(1R)-[2-bromo-3-(3,4-dimethoxy-benzyloxymethyl)-4,4-dimethyl-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane
CAS No.:444809-20-5
Molecular Formula:C₂₄H₃₉BrO₄Si
Molecular Weight:499.561
Hs Code.:

Synonyms:(1R)-[2-bromo-3-(3,4-dimethoxy-benzyloxymethyl)-4,4-dimethyl-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of (1R)-[2-bromo-3-(3,4-dimethoxy-benzyloxymethyl)-4,4-dimethyl-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

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Technology Process of (1R)-[2-bromo-3-(3,4-dimethoxy-benzyloxymethyl)-4,4-dimethyl-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

There total 7 articles about (1R)-[2-bromo-3-(3,4-dimethoxy-benzyloxymethyl)-4,4-dimethyl-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane 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: 95.0%

: 21852-32-4
4-bromomethyl-1,2-dimethoxybenzene

: 444809-27-2
[2-bromo-3-(tert-butyl-dimethyl-silanyloxy)-6,6-dimethyl-cyclohex-1-enyl]-methanol

: 444809-20-5
(1R)-[2-bromo-3-(3,4-dimethoxy-benzyloxymethyl)-4,4-dimethyl-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 20 ℃; for 8h;
DOI:10.1021/ol026159t

Reference yield:

: 6553-64-6
6,6-Dimethyl-2-cyclohexen-1-one

: 444809-20-5
(1R)-[2-bromo-3-(3,4-dimethoxy-benzyloxymethyl)-4,4-dimethyl-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: 78 percent / n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

2: 90 percent / PCC / CH₂Cl₂ / 12 h / 20 °C

3: 60 percent / pyridinium tribromide; pyridine / CH₂Cl₂ / 20 h / 20 - 40 °C

4: 92 percent / (S)-CBS; BH₃*THF / tetrahydrofuran / 2 h / 20 °C

5: 85 percent / imidazole / dimethylformamide / 2 h / 20 - 40 °C

6: 70 percent / MgBr₂*Et₂O; BuSH / diethyl ether / 12 h / 20 °C

7: 95 percent / NaH / tetrahydrofuran / 8 h / 20 °C

With pyridine; 1H-imidazole; n-butyllithium; borane-THF; (S)-diphenylprolinol; n-butanethiol; sodium hydride; pyridinium hydrobromide perbromide; pyridinium chlorochromate; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol026159t

Reference yield:

: 444809-15-8
1-methoxymethoxymethyl-6,6-dimethyl-cyclohex-2-enol

: 444809-20-5
(1R)-[2-bromo-3-(3,4-dimethoxy-benzyloxymethyl)-4,4-dimethyl-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / PCC / CH₂Cl₂ / 12 h / 20 °C

2: 60 percent / pyridinium tribromide; pyridine / CH₂Cl₂ / 20 h / 20 - 40 °C

3: 92 percent / (S)-CBS; BH₃*THF / tetrahydrofuran / 2 h / 20 °C

4: 85 percent / imidazole / dimethylformamide / 2 h / 20 - 40 °C

5: 70 percent / MgBr₂*Et₂O; BuSH / diethyl ether / 12 h / 20 °C

6: 95 percent / NaH / tetrahydrofuran / 8 h / 20 °C

With pyridine; 1H-imidazole; borane-THF; (S)-diphenylprolinol; n-butanethiol; sodium hydride; pyridinium hydrobromide perbromide; pyridinium chlorochromate; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol026159t