3-(4-benzyloxy-2-bromo-3-methoxy-benzyl)-2-methyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester

Base Information

Chemical Name:3-(4-benzyloxy-2-bromo-3-methoxy-benzyl)-2-methyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester
CAS No.:620167-51-3
Molecular Formula:C₂₅H₂₇BrO₅
Molecular Weight:487.39
Hs Code.:

Synonyms:3-(4-benzyloxy-2-bromo-3-methoxy-benzyl)-2-methyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester

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Chemical Property of 3-(4-benzyloxy-2-bromo-3-methoxy-benzyl)-2-methyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester

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Technology Process of 3-(4-benzyloxy-2-bromo-3-methoxy-benzyl)-2-methyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester

There total 7 articles about 3-(4-benzyloxy-2-bromo-3-methoxy-benzyl)-2-methyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl 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: 75.0%

: 487-51-4
4-carbethoxy-3-methyl-2-cyclohexen-1-one

: 620167-50-2
1-benzyloxy-3-bromo-4-bromomethyl-2-methoxy-benzene

: 620167-51-3
3-(4-benzyloxy-2-bromo-3-methoxy-benzyl)-2-methyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester

Guidance literature:: With potassium tert-butylate; sodium iodide; In tert-butyl alcohol; for 6h; Heating;
DOI:10.1021/ol035506b

Reference yield:

: 499218-04-1
4-(benzyloxy)-2-bromo-3-methoxybenzaldehyde

: 620167-51-3
3-(4-benzyloxy-2-bromo-3-methoxy-benzyl)-2-methyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / sodium borohydride / methanol; CH₂Cl₂ / 1 h / 0 °C

2.1: 94 percent / phosphorous tribromide / diethyl ether / 0 - 20 °C

3.1: potassium t-butoxide / 2-methyl-propan-2-ol / 1 h

3.2: 75 percent / sodium iodide / 2-methyl-propan-2-ol / 6 h / Heating

With sodium tetrahydroborate; potassium tert-butylate; phosphorus tribromide; In methanol; diethyl ether; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo052589w

Reference yield:

: 89984-24-7
2-bromo-4-hydroxy-3-methoxy-benzaldehyde

: 620167-51-3
3-(4-benzyloxy-2-bromo-3-methoxy-benzyl)-2-methyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / potassium carbonate; sodium iodide / methanol / 4 h / Heating

2.1: 97 percent / sodium borohydride / methanol; CH₂Cl₂ / 1 h / 0 °C

3.1: 94 percent / phosphorous tribromide / diethyl ether / 0 - 20 °C

4.1: potassium t-butoxide / 2-methyl-propan-2-ol / 1 h

4.2: 75 percent / sodium iodide / 2-methyl-propan-2-ol / 6 h / Heating

With sodium tetrahydroborate; potassium tert-butylate; phosphorus tribromide; potassium carbonate; sodium iodide; In methanol; diethyl ether; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo052589w