1-(6-{[tert-butyl(dimethyl)silyl]oxy}-7-methyl-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol

Base Information

Chemical Name:1-(6-{[tert-butyl(dimethyl)silyl]oxy}-7-methyl-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol
CAS No.:337521-18-3
Molecular Formula:C₄₃H₄₈N₂O₂Si
Molecular Weight:652.952
Hs Code.:

Synonyms:1-(6-{[tert-butyl(dimethyl)silyl]oxy}-7-methyl-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol

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Chemical Property of 1-(6-{[tert-butyl(dimethyl)silyl]oxy}-7-methyl-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol

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Technology Process of 1-(6-{[tert-butyl(dimethyl)silyl]oxy}-7-methyl-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol

There total 7 articles about 1-(6-{[tert-butyl(dimethyl)silyl]oxy}-7-methyl-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol 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: 93.0%

: 337521-20-7
6-bromo-2-[(tert-butyldimethylsilyl)oxy]-3-methylnaphthalene

: 2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanone

: 337521-18-3
1-(6-{[tert-butyl(dimethyl)silyl]oxy}-7-methyl-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol

Guidance literature:: 6-bromo-2-[(tert-butyldimethylsilyl)oxy]-3-methylnaphthalene; With n-butyllithium; In tetrahydrofuran; at -70 ℃; for 0.333333h;

2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanone; In tetrahydrofuran; at -70 ℃; for 0.833333h;

With water; In tetrahydrofuran;
DOI:10.1016/j.bmc.2011.01.017

Reference yield:

: 1219689-97-0
(7-bromo-3-methoxynaphthalen-2-yl)methanol

: 337521-18-3
1-(6-{[tert-butyl(dimethyl)silyl]oxy}-7-methyl-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: manganese(IV) oxide / dichloromethane / 1 h / Reflux

2.1: hydrazine hydrate; potassium hydroxide / 2,2'-[1,2-ethanediylbis(oxy)]bisethanol / 0.5 h / 160 - 180 °C

3.1: boron tribromide / dichloromethane / 2 h / -70 - 20 °C

3.2: 0 °C

4.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C

4.2: 0 °C

5.1: n-butyllithium / tetrahydrofuran / 0.33 h / -70 °C

5.2: 0.83 h / -70 °C

With 1H-imidazole; manganese(IV) oxide; n-butyllithium; boron tribromide; hydrazine hydrate; potassium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol; 2.1: Wolff-Kishner reduction;
DOI:10.1016/j.bmc.2011.01.017

Reference yield:

: 1285532-62-8
6-bromo-2-methoxy-3-methylnaphthalene

: 337521-18-3
1-(6-{[tert-butyl(dimethyl)silyl]oxy}-7-methyl-2-naphthyl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: boron tribromide / dichloromethane / 2 h / -70 - 20 °C

1.2: 0 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C

2.2: 0 °C

3.1: n-butyllithium / tetrahydrofuran / 0.33 h / -70 °C

3.2: 0.83 h / -70 °C

With 1H-imidazole; n-butyllithium; boron tribromide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.01.017