methyl 5-((tert-butyldimethylsilyloxy)methyl)-2-methoxy-4-(methoxymethoxy)benzoate

Base Information

Chemical Name:methyl 5-((tert-butyldimethylsilyloxy)methyl)-2-methoxy-4-(methoxymethoxy)benzoate
CAS No.:1311270-95-7
Molecular Formula:C₁₈H₃₀O₆Si
Molecular Weight:370.518
Hs Code.:

Synonyms:methyl 5-((tert-butyldimethylsilyloxy)methyl)-2-methoxy-4-(methoxymethoxy)benzoate

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Chemical Property of methyl 5-((tert-butyldimethylsilyloxy)methyl)-2-methoxy-4-(methoxymethoxy)benzoate

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Technology Process of methyl 5-((tert-butyldimethylsilyloxy)methyl)-2-methoxy-4-(methoxymethoxy)benzoate

There total 5 articles about methyl 5-((tert-butyldimethylsilyloxy)methyl)-2-methoxy-4-(methoxymethoxy)benzoate 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: 41.0%

: 1311270-87-7
(5-bromo-4-methoxy-2-(methoxymethoxy)benzyloxy)(tertbutyl)dimethylsilane

: 79-22-1
methyl chloroformate

: 1311270-95-7
methyl 5-((tert-butyldimethylsilyloxy)methyl)-2-methoxy-4-(methoxymethoxy)benzoate

Guidance literature:: (5-bromo-4-methoxy-2-(methoxymethoxy)benzyloxy)(tertbutyl)dimethylsilane; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.25h; Inert atmosphere;

methyl chloroformate; In tetrahydrofuran; pentane; at -78 ℃; for 0.333333h; Inert atmosphere;
DOI:10.1016/j.tet.2011.03.059

Reference yield:

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 1311270-95-7
methyl 5-((tert-butyldimethylsilyloxy)methyl)-2-methoxy-4-(methoxymethoxy)benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: bromine; acetic acid / 1 h / 0 - 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C

2.2: 2 h / 0 - 20 °C

3.1: sodium tetrahydroborate / ethanol / 2 h / 0 - 20 °C

4.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C

5.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.25 h / -78 °C / Inert atmosphere

5.2: 0.33 h / -78 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; bromine; tert.-butyl lithium; sodium hydride; acetic acid; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; mineral oil; pentane;
DOI:10.1016/j.tet.2011.03.059

Reference yield:

: 5-bromo-4-methoxy-2-methoxymethoxybenzaldehyde

: 1311270-95-7
methyl 5-((tert-butyldimethylsilyloxy)methyl)-2-methoxy-4-(methoxymethoxy)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate / ethanol / 2 h / 0 - 20 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C

3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.25 h / -78 °C / Inert atmosphere

3.2: 0.33 h / -78 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; tert.-butyl lithium; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; pentane;
DOI:10.1016/j.tet.2011.03.059