methyl 2-(5-tert-butyldimethylsilyloxymethyl-3-hydroxy-2-methoxyphenoxy)-3,4,5-trimethoxybenzoate

Base Information

Chemical Name:methyl 2-(5-tert-butyldimethylsilyloxymethyl-3-hydroxy-2-methoxyphenoxy)-3,4,5-trimethoxybenzoate
CAS No.:1242690-29-4
Molecular Formula:C₂₅H₃₆O₉Si
Molecular Weight:508.641
Hs Code.:

Synonyms:methyl 2-(5-tert-butyldimethylsilyloxymethyl-3-hydroxy-2-methoxyphenoxy)-3,4,5-trimethoxybenzoate

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Chemical Property of methyl 2-(5-tert-butyldimethylsilyloxymethyl-3-hydroxy-2-methoxyphenoxy)-3,4,5-trimethoxybenzoate

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Technology Process of methyl 2-(5-tert-butyldimethylsilyloxymethyl-3-hydroxy-2-methoxyphenoxy)-3,4,5-trimethoxybenzoate

There total 7 articles about methyl 2-(5-tert-butyldimethylsilyloxymethyl-3-hydroxy-2-methoxyphenoxy)-3,4,5-trimethoxybenzoate 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: 95.0%

: 1242690-38-5
methyl 2-(3-hydroxy-5-hydroxymethyl-2-methoxyphenoxy)-3,4,5-trimethoxybenzoate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1242690-29-4
methyl 2-(5-tert-butyldimethylsilyloxymethyl-3-hydroxy-2-methoxyphenoxy)-3,4,5-trimethoxybenzoate

Guidance literature:: With 1H-imidazole;
DOI:10.1248/cpb.58.435

Reference yield:

: 1242690-34-1
methyl 2-(3-benzyloxy-5-formyl-2-methoxyphenoxy)-3,4,5-trimethoxybenzoate

: 1242690-29-4
methyl 2-(5-tert-butyldimethylsilyloxymethyl-3-hydroxy-2-methoxyphenoxy)-3,4,5-trimethoxybenzoate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium tetrahydroborate / methanol / 0.5 h / 20 - 40 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 760.05 Torr

3: 1H-imidazole / dichloromethane / 10 h / 20 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane;
DOI:10.1016/j.tet.2011.01.004

Reference yield:

: 1242690-36-3
3-benzyloxy-5-hydroxy-4-methoxybenzaldehyde

: 1242690-29-4
methyl 2-(5-tert-butyldimethylsilyloxymethyl-3-hydroxy-2-methoxyphenoxy)-3,4,5-trimethoxybenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: copper / N,N-dimethyl-formamide / 1 h / 200 °C / Inert atmosphere

2: sodium tetrahydroborate / methanol / 0.5 h / 20 - 40 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 760.05 Torr

4: 1H-imidazole / dichloromethane / 10 h / 20 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; copper; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Ullmann condensation;
DOI:10.1016/j.tet.2011.01.004