4-bromo-benzoic acid 2-[2-methoxy-4-methyl-3,3-bis-(3-methyl-but-2-enyl)-6-oxo-cyclohex-1-enecarbonyl]-3-(2-methyl-allyloxy)-benzyl ester

Base Information

Chemical Name:4-bromo-benzoic acid 2-[2-methoxy-4-methyl-3,3-bis-(3-methyl-but-2-enyl)-6-oxo-cyclohex-1-enecarbonyl]-3-(2-methyl-allyloxy)-benzyl ester
CAS No.:857651-90-2
Molecular Formula:C₃₇H₄₃BrO₆
Molecular Weight:663.649
Hs Code.:

Synonyms:4-bromo-benzoic acid 2-[2-methoxy-4-methyl-3,3-bis-(3-methyl-but-2-enyl)-6-oxo-cyclohex-1-enecarbonyl]-3-(2-methyl-allyloxy)-benzyl ester

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Chemical Property of 4-bromo-benzoic acid 2-[2-methoxy-4-methyl-3,3-bis-(3-methyl-but-2-enyl)-6-oxo-cyclohex-1-enecarbonyl]-3-(2-methyl-allyloxy)-benzyl ester

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Technology Process of 4-bromo-benzoic acid 2-[2-methoxy-4-methyl-3,3-bis-(3-methyl-but-2-enyl)-6-oxo-cyclohex-1-enecarbonyl]-3-(2-methyl-allyloxy)-benzyl ester

There total 18 articles about 4-bromo-benzoic acid 2-[2-methoxy-4-methyl-3,3-bis-(3-methyl-but-2-enyl)-6-oxo-cyclohex-1-enecarbonyl]-3-(2-methyl-allyloxy)-benzyl 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: 48.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 478012-71-4
4-bromo-benzoic acid 3-(2-methyl-allyloxy)-2-[4-methyl-3,3-bis-(3-methyl-but-2-enyl)-2,6-dioxo-cyclohexanecarbonyl]-benzyl ester

: 478014-69-6
4-bromo-benzoic acid 2-[2-methoxy-4-methyl-5,5-bis-(3-methyl-but-2-enyl)-6-oxo-cyclohex-1-enecarbonyl]-3-(2-methyl-allyloxy)-benzyl ester

: 478012-63-4
4-Bromo-benzoic acid 2-{methoxy-[4-methyl-3,3-bis-(3-methyl-but-2-enyl)-2,6-dioxo-cyclohex-(Z)-ylidene]-methyl}-3-(2-methyl-allyloxy)-benzyl ester

: 857651-90-2
4-bromo-benzoic acid 2-[2-methoxy-4-methyl-3,3-bis-(3-methyl-but-2-enyl)-6-oxo-cyclohex-1-enecarbonyl]-3-(2-methyl-allyloxy)-benzyl ester

Guidance literature:: In diethyl ether; at 0 ℃; for 1h;
DOI:10.1002/1521-3773(20020902)41:17<3276::AID-ANIE3276>3.0.CO;2-P

Reference yield: 48.0%

: 4-bromo-benzoic acid 2-[2-hydroxy-4-methyl-3,3-bis-(3-methyl-but-2-enyl)-6-oxo-cyclohex-1-enecarbonyl]-3-(2-methyl-allyloxy)-benzyl ester

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 478014-69-6
4-bromo-benzoic acid 2-[2-methoxy-4-methyl-5,5-bis-(3-methyl-but-2-enyl)-6-oxo-cyclohex-1-enecarbonyl]-3-(2-methyl-allyloxy)-benzyl ester

: 478012-63-4
4-Bromo-benzoic acid 2-{methoxy-[4-methyl-3,3-bis-(3-methyl-but-2-enyl)-2,6-dioxo-cyclohex-(Z)-ylidene]-methyl}-3-(2-methyl-allyloxy)-benzyl ester

: 857651-90-2
4-bromo-benzoic acid 2-[2-methoxy-4-methyl-3,3-bis-(3-methyl-but-2-enyl)-6-oxo-cyclohex-1-enecarbonyl]-3-(2-methyl-allyloxy)-benzyl ester

Guidance literature:: In diethyl ether; at 0 ℃; for 1h;
DOI:10.1021/ja0509984

Reference yield:

: 112429-70-6
(2,2-dimethyl-4H-benzo[d][1,3]dioxin-5-yl)methanol

: 857651-90-2
4-bromo-benzoic acid 2-[2-methoxy-4-methyl-3,3-bis-(3-methyl-but-2-enyl)-6-oxo-cyclohex-1-enecarbonyl]-3-(2-methyl-allyloxy)-benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 97 percent / 4-(dimethylamino)pyridine; Et₃N / CH₂Cl₂ / 0.33 h / 25 °C

2: 85 percent / aq. p-TsOH / tetrahydrofuran / 10 h / 75 °C

3: 87 percent / MnO₂ / ethyl acetate / 1.5 h / 25 °C

4: 91 percent / K₂CO₃ / acetone / 2 h / 56 °C

5: 82 percent / toluene / 0 - 25 °C

6: 73 percent / pyridinium chlorochromate / CH₂Cl₂ / 12 h / 40 °C

7: 86 percent / Et₃N; 4-(dimethylamino)pyridine / tetrahydrofuran / 25 °C

8: 16 percent / diethyl ether / 1 h / 0 °C

With dmap; manganese(IV) oxide; potassium carbonate; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; acetone; toluene;
DOI:10.1021/ja0509984