methyl 6-{2-(benzyloxy)-4-methyl-6-{[(tetrahydro-2H-pyran-2-yl)oxy]methyl}phenoxy}-3-formyl-2-methoxybenzoate

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Chemical Name:methyl 6-{2-(benzyloxy)-4-methyl-6-{[(tetrahydro-2H-pyran-2-yl)oxy]methyl}phenoxy}-3-formyl-2-methoxybenzoate
CAS No.:1374139-14-6
Molecular Formula:C₃₀H₃₂O₈
Molecular Weight:520.579
Hs Code.:

Synonyms:methyl 6-{2-(benzyloxy)-4-methyl-6-{[(tetrahydro-2H-pyran-2-yl)oxy]methyl}phenoxy}-3-formyl-2-methoxybenzoate

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Chemical Property of methyl 6-{2-(benzyloxy)-4-methyl-6-{[(tetrahydro-2H-pyran-2-yl)oxy]methyl}phenoxy}-3-formyl-2-methoxybenzoate

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Technology Process of methyl 6-{2-(benzyloxy)-4-methyl-6-{[(tetrahydro-2H-pyran-2-yl)oxy]methyl}phenoxy}-3-formyl-2-methoxybenzoate

There total 14 articles about methyl 6-{2-(benzyloxy)-4-methyl-6-{[(tetrahydro-2H-pyran-2-yl)oxy]methyl}phenoxy}-3-formyl-2-methoxybenzoate 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:

: 1374139-10-2
3-(benzyloxy)-5-bromo-2-{[(tert-butyl)dimethylsilyl]-oxy}benzaldehyde

: 1374139-14-6
methyl 6-{2-(benzyloxy)-4-methyl-6-{[(tetrahydro-2H-pyran-2-yl)oxy]methyl}phenoxy}-3-formyl-2-methoxybenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 1 h / 110 °C

2.1: sodium tetrahydroborate / methanol / 4 h / 0 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 - 20 °C

4.1: toluene-4-sulfonic acid / dichloromethane / 0.25 h / -20 °C

4.2: 1 h / 0 °C

5.1: dmap; copper; copper(II) oxide / acetonitrile / 12 h / Reflux

With dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; tetrabutyl ammonium fluoride; copper; toluene-4-sulfonic acid; copper(II) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; acetonitrile; 1.1: Negishi coupling reaction / 5.1: Ullmann condensation;
DOI:10.1002/hlca.201100405

Reference yield:

: 1374139-12-4
(3-(benzyloxy)-2-{[(tert-butyl)dimethylsilyl]oxy}-5-methylphenyl)methanol

: 1374139-14-6
methyl 6-{2-(benzyloxy)-4-methyl-6-{[(tetrahydro-2H-pyran-2-yl)oxy]methyl}phenoxy}-3-formyl-2-methoxybenzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 - 20 °C

2.1: toluene-4-sulfonic acid / dichloromethane / 0.25 h / -20 °C

2.2: 1 h / 0 °C

3.1: dmap; copper; copper(II) oxide / acetonitrile / 12 h / Reflux

With dmap; tetrabutyl ammonium fluoride; copper; toluene-4-sulfonic acid; copper(II) oxide; In tetrahydrofuran; dichloromethane; acetonitrile; 3.1: Ullmann condensation;
DOI:10.1002/hlca.201100405

Reference yield:

: 24677-78-9
2,3-dihydroxybenzaldehyde

: 1374139-14-6
methyl 6-{2-(benzyloxy)-4-methyl-6-{[(tetrahydro-2H-pyran-2-yl)oxy]methyl}phenoxy}-3-formyl-2-methoxybenzoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 20 °C

1.2: 24 h / 25 °C

2.1: N-Bromosuccinimide; ammonium acetate / acetonitrile / 4 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C

3.2: 1 h / 20 °C

4.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 1 h / 110 °C

5.1: sodium tetrahydroborate / methanol / 4 h / 0 - 20 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 - 20 °C

7.1: toluene-4-sulfonic acid / dichloromethane / 0.25 h / -20 °C

7.2: 1 h / 0 °C

8.1: dmap; copper; copper(II) oxide / acetonitrile / 12 h / Reflux

With dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; N-Bromosuccinimide; ammonium acetate; tetrabutyl ammonium fluoride; copper; sodium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; copper(II) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 4.1: Negishi coupling reaction / 8.1: Ullmann condensation;
DOI:10.1002/hlca.201100405