Isobutyric acid (1S,4S,6R)-2-bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-cyclohex-2-enyl ester

Base Information

Chemical Name:Isobutyric acid (1S,4S,6R)-2-bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-cyclohex-2-enyl ester
CAS No.:473536-60-6
Molecular Formula:C₁₇H₃₁BrO₃Si
Molecular Weight:391.421
Hs Code.:

Synonyms:Isobutyric acid (1S,4S,6R)-2-bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-cyclohex-2-enyl ester

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Chemical Property of Isobutyric acid (1S,4S,6R)-2-bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-cyclohex-2-enyl ester

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Technology Process of Isobutyric acid (1S,4S,6R)-2-bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-cyclohex-2-enyl ester

There total 7 articles about Isobutyric acid (1S,4S,6R)-2-bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-cyclohex-2-enyl ester 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:

: 473536-57-1
(4S,6R)-4-[(tert-butyldimethylsilyl)oxy]-6-methyl-2-cyclohexen-1-one

: 473536-60-6
Isobutyric acid (1S,4S,6R)-2-bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Br₂ / CCl₄ / 0 °C

2: LiAlH₄ / tetrahydrofuran / 0.5 h / -100 °C

3: 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h

With dmap; lithium aluminium tetrahydride; bromine; In tetrahydrofuran; tetrachloromethane; dichloromethane;
DOI:10.1002/1521-3773(20020802)41:15<2755::AID-ANIE2755>3.0.CO;2-A

Reference yield:

: (4S,6R)-2,3-Dibromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-cyclohexanone

: 473536-60-6
Isobutyric acid (1S,4S,6R)-2-bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 0.5 h / -100 °C

2: 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h

With dmap; lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1521-3773(20020802)41:15<2755::AID-ANIE2755>3.0.CO;2-A

Reference yield:

: 473536-55-9
(1R,4S,6R)-6-methyl-1-[(p-tolylsulfonyl)methyl]-2-cyclohexen-1,4-diol

: 473536-60-6
Isobutyric acid (1S,4S,6R)-2-bromo-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

2: Cs₂CO₃ / acetonitrile / 17 h / 0 °C

3: Br₂ / CCl₄ / 0 °C

4: LiAlH₄ / tetrahydrofuran / 0.5 h / -100 °C

5: 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h

With 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; bromine; caesium carbonate; In tetrahydrofuran; tetrachloromethane; dichloromethane; acetonitrile;
DOI:10.1002/1521-3773(20020802)41:15<2755::AID-ANIE2755>3.0.CO;2-A