1-(2-benzyloxyethyl)-4-bromo-3-dimethoxymethyl-2,5-dimethoxy-6-methylbenzene

Base Information

Chemical Name:1-(2-benzyloxyethyl)-4-bromo-3-dimethoxymethyl-2,5-dimethoxy-6-methylbenzene
CAS No.:479633-86-8
Molecular Formula:C₂₁H₂₇BrO₅
Molecular Weight:439.346
Hs Code.:

Synonyms:1-(2-benzyloxyethyl)-4-bromo-3-dimethoxymethyl-2,5-dimethoxy-6-methylbenzene

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Chemical Property of 1-(2-benzyloxyethyl)-4-bromo-3-dimethoxymethyl-2,5-dimethoxy-6-methylbenzene

Chemical Property:

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Technology Process of 1-(2-benzyloxyethyl)-4-bromo-3-dimethoxymethyl-2,5-dimethoxy-6-methylbenzene

There total 9 articles about 1-(2-benzyloxyethyl)-4-bromo-3-dimethoxymethyl-2,5-dimethoxy-6-methylbenzene 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: 92.0%

: 100-39-0
benzyl bromide

: 479634-22-5
2-(4-bromo-3-dimethoxymethyl-2,5-dimethoxy-6-methylphenyl)ethanol

: 479633-86-8
1-(2-benzyloxyethyl)-4-bromo-3-dimethoxymethyl-2,5-dimethoxy-6-methylbenzene

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 12h;
DOI:10.1039/b205487f

Reference yield:

: 479633-77-7
2-allyloxy-6-bromo-4-methylbenzaldehyde

: 479633-86-8
1-(2-benzyloxyethyl)-4-bromo-3-dimethoxymethyl-2,5-dimethoxy-6-methylbenzene

Guidance literature:: Multi-step reaction with 8 steps

1: 66 percent / decahydronaphthalene / 7 h / Heating

2: 83 percent / PhI(OAc)2

3: 70 percent / zinc; acetic acid / 7 h

4: 92 percent / K₂CO₃ / dimethylformamide

5: 97 percent / TsOH*H₂O / methanol / Heating

6: 95 percent / OsO₄; NaIO₄ / CCl₄; H₂O; 2-methyl-propan-2-ol / 1.5 h

7: 95 percent / NaBH₄ / methanol / 1.5 h / 0 °C

8: 92 percent / sodium hydride / tetrahydrofuran; various solvent(s) / 0 °C

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; [bis(acetoxy)iodo]benzene; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; zinc; In tetrahydrofuran; methanol; tetrachloromethane; water; N,N-dimethyl-formamide; decalin; tert-butyl alcohol; 1: Claisen rearrangement;
DOI:10.1021/jo040115b

Reference yield:

: 479633-78-8
3-allyl-6-bromo-2-hydroxy-4-methylbenzaldehyde

: 479633-86-8
1-(2-benzyloxyethyl)-4-bromo-3-dimethoxymethyl-2,5-dimethoxy-6-methylbenzene

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / PhI(OAc)2

2: 70 percent / zinc; acetic acid / 7 h

3: 92 percent / K₂CO₃ / dimethylformamide

4: 97 percent / TsOH*H₂O / methanol / Heating

5: 95 percent / OsO₄; NaIO₄ / CCl₄; H₂O; 2-methyl-propan-2-ol / 1.5 h

6: 95 percent / NaBH₄ / methanol / 1.5 h / 0 °C

7: 92 percent / sodium hydride / tetrahydrofuran; various solvent(s) / 0 °C

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; [bis(acetoxy)iodo]benzene; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; zinc; In tetrahydrofuran; methanol; tetrachloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo040115b