[3-(bis-benzyloxy-methyl)-2-bromo-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[3-(bis-benzyloxy-methyl)-2-bromo-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane
CAS No.:226910-51-6
Molecular Formula:C₂₇H₃₇BrO₃Si
Molecular Weight:517.578
Hs Code.:

[3-(bis-benzyloxy-methyl)-2-bromo-cyclohex-2-enyloxy]-<i>tert</i>-butyl-dimethyl-silane

Synonyms:[3-(bis-benzyloxy-methyl)-2-bromo-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [3-(bis-benzyloxy-methyl)-2-bromo-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [3-(bis-benzyloxy-methyl)-2-bromo-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

There total 7 articles about [3-(bis-benzyloxy-methyl)-2-bromo-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:

: 23074-59-1
3-isobutoxycyclohex-2-en-1-one

: 226910-51-6
[3-(bis-benzyloxy-methyl)-2-bromo-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / NBS / 1,2-dichloro-ethane / 3 h / 0 °C

2: 1.) TMEDA, n-BuLi / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 1 h

3: 76 percent / CuO, CuCl₂ / acetonitrile / 4 h / 40 °C

4: chiral oxazaborolidine, BH₃*SMe₂ / tetrahydrofuran; toluene / 2 h / -23 - 0 °C

5: imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; N-Bromosuccinimide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; dimethylsulfide borane complex; chiral oxazaborolidine; copper(II) oxide; copper dichloride; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ja984250f

Reference yield:

: 504-02-9
1,3-cylohexanedione

: 226910-51-6
[3-(bis-benzyloxy-methyl)-2-bromo-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / p-toluenesulfonic acid / benzene / 7 h / Heating

2: 93 percent / NBS / 1,2-dichloro-ethane / 3 h / 0 °C

3: 1.) TMEDA, n-BuLi / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 1 h

4: 76 percent / CuO, CuCl₂ / acetonitrile / 4 h / 40 °C

5: chiral oxazaborolidine, BH₃*SMe₂ / tetrahydrofuran; toluene / 2 h / -23 - 0 °C

6: imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; N-Bromosuccinimide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; dimethylsulfide borane complex; chiral oxazaborolidine; toluene-4-sulfonic acid; copper(II) oxide; copper dichloride; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/ja984250f

Reference yield:

: 226910-46-9
3-isobutoxy-2-bromo-2-cyclohexen-1-one

: 226910-51-6
[3-(bis-benzyloxy-methyl)-2-bromo-cyclohex-2-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) TMEDA, n-BuLi / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 1 h

2: 76 percent / CuO, CuCl₂ / acetonitrile / 4 h / 40 °C

3: chiral oxazaborolidine, BH₃*SMe₂ / tetrahydrofuran; toluene / 2 h / -23 - 0 °C

4: imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; dimethylsulfide borane complex; chiral oxazaborolidine; copper(II) oxide; copper dichloride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ja984250f