2-benzyloxy-1-[5-(tert-butyl-diphenyl-silanyloxy)-2,3-dimethoxy-4-methyl-phenyl]-ethanol

Base Information

Chemical Name:2-benzyloxy-1-[5-(tert-butyl-diphenyl-silanyloxy)-2,3-dimethoxy-4-methyl-phenyl]-ethanol
CAS No.:851121-80-7
Molecular Formula:C₃₄H₄₀O₅Si
Molecular Weight:556.774
Hs Code.:

2-benzyloxy-1-[5-(<i>tert</i>-butyl-diphenyl-silanyloxy)-2,3-dimethoxy-4-methyl-phenyl]-ethanol

Synonyms:2-benzyloxy-1-[5-(tert-butyl-diphenyl-silanyloxy)-2,3-dimethoxy-4-methyl-phenyl]-ethanol

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Chemical Property of 2-benzyloxy-1-[5-(tert-butyl-diphenyl-silanyloxy)-2,3-dimethoxy-4-methyl-phenyl]-ethanol

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Technology Process of 2-benzyloxy-1-[5-(tert-butyl-diphenyl-silanyloxy)-2,3-dimethoxy-4-methyl-phenyl]-ethanol

There total 6 articles about 2-benzyloxy-1-[5-(tert-butyl-diphenyl-silanyloxy)-2,3-dimethoxy-4-methyl-phenyl]-ethanol 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:

: 851121-79-4
2-benzyloxy-1-[5-(tert-butyl-diphenyl-silanyloxy)-2,3-dimethoxy-4-methyl-phenyl]-ethanone

: 851121-80-7
2-benzyloxy-1-[5-(tert-butyl-diphenyl-silanyloxy)-2,3-dimethoxy-4-methyl-phenyl]-ethanol

: 2-benzyloxy-1-[5-(tert-butyl-diphenyl-silanyloxy)-2,3-dimethoxy-4-methyl-phenyl]-ethanol

Guidance literature:: With formic acid; TEA; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In N,N-dimethyl-formamide; at 40 ℃; for 48h; Title compound not separated from byproducts;
DOI:10.1021/ja050203t

Reference yield:

: 851121-78-3
(5-bromo-3,4-dimethoxy-2-methyl-phenoxy)-tert-butyl-diphenyl-silane

: 851121-80-7
2-benzyloxy-1-[5-(tert-butyl-diphenyl-silanyloxy)-2,3-dimethoxy-4-methyl-phenyl]-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane; toluene / 0.33 h / -78 °C

1.2: 80 percent / toluene; tetrahydrofuran; hexane / 0.83 h / -78 °C

2.1: TEA; formic acid; (R,R)-(TosHN-CHPh-CHPh-NH₂) / (RuCl₂)2(p-cymene) / dimethylformamide / 48 h / 40 °C

With n-butyllithium; formic acid; TEA; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja050203t

Reference yield:

: 88122-12-7
3,4-dihydroxy-2-methylbenzaldehyde

: 851121-80-7
2-benzyloxy-1-[5-(tert-butyl-diphenyl-silanyloxy)-2,3-dimethoxy-4-methyl-phenyl]-ethanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaOAc; Br₂; AcOH / 12 h / 20 °C

2.1: 49.23 g / Bu₄NBr; aq. NaOH / CH₂Cl₂ / 14 h / 0 - 20 °C

3.1: MCPBA / CHCl₃ / 20 - 64 °C

3.2: 78 percent / aq. HCl / methanol / 12 h / 0 - 20 °C

4.1: 89 percent / TEA; DMAP / dimethylformamide / 12 h / 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane; toluene / 0.33 h / -78 °C

5.2: 80 percent / toluene; tetrahydrofuran; hexane / 0.83 h / -78 °C

6.1: TEA; formic acid; (R,R)-(TosHN-CHPh-CHPh-NH₂) / (RuCl₂)2(p-cymene) / dimethylformamide / 48 h / 40 °C

With dmap; sodium hydroxide; n-butyllithium; formic acid; TEA; tetrabutylammomium bromide; bromine; sodium acetate; acetic acid; 3-chloro-benzenecarboperoxoic acid; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In tetrahydrofuran; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja050203t