tert-butyl-((1-methoxy-4-phenylsulfanylnaphthalen-2-yl)methoxy)-dimethylsilane

Base Information

Chemical Name:tert-butyl-((1-methoxy-4-phenylsulfanylnaphthalen-2-yl)methoxy)-dimethylsilane
CAS No.:514844-68-9
Molecular Formula:C₂₄H₃₀O₂SSi
Molecular Weight:410.653
Hs Code.:

Synonyms:tert-butyl-((1-methoxy-4-phenylsulfanylnaphthalen-2-yl)methoxy)-dimethylsilane

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Chemical Property of tert-butyl-((1-methoxy-4-phenylsulfanylnaphthalen-2-yl)methoxy)-dimethylsilane

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Technology Process of tert-butyl-((1-methoxy-4-phenylsulfanylnaphthalen-2-yl)methoxy)-dimethylsilane

There total 5 articles about tert-butyl-((1-methoxy-4-phenylsulfanylnaphthalen-2-yl)methoxy)-dimethylsilane 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: 92.0%

: 882-33-7
diphenyldisulfane

: 514844-67-8
((4-bromo-1-methoxynaphthalen-2-yl)methoxy)-tert-butyldimethylsilane

: 514844-68-9
tert-butyl-((1-methoxy-4-phenylsulfanylnaphthalen-2-yl)methoxy)-dimethylsilane

Guidance literature:: ((4-bromo-1-methoxynaphthalen-2-yl)methoxy)-tert-butyldimethylsilane; With n-butyllithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.5h;

diphenyldisulfane; In tetrahydrofuran; pentane; for 16h;
DOI:10.1021/ol0340585

Reference yield:

: 28768-94-7
2,4-dibromo-1-methoxynaphthalene

: 514844-68-9
tert-butyl-((1-methoxy-4-phenylsulfanylnaphthalen-2-yl)methoxy)-dimethylsilane

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / diethyl ether; pentane / 0.5 h / -78 °C

1.2: 53 percent / diethyl ether; pentane / 2 h

2.1: 2.12 g / sodium borohydride / methanol / 0.5 h / 20 °C

3.1: 90 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran; pentane / 0.5 h / -78 °C

4.2: 92 percent / tetrahydrofuran; pentane / 16 h

With dmap; sodium tetrahydroborate; n-butyllithium; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; pentane;
DOI:10.1021/ol0340585

Reference yield:

: 2216-69-5
1-Methoxynaphthalene

: 514844-68-9
tert-butyl-((1-methoxy-4-phenylsulfanylnaphthalen-2-yl)methoxy)-dimethylsilane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / bromine / CH₂Cl₂ / 2 h

2.1: n-butyllithium / diethyl ether; pentane / 0.5 h / -78 °C

2.2: 53 percent / diethyl ether; pentane / 2 h

3.1: 2.12 g / sodium borohydride / methanol / 0.5 h / 20 °C

4.1: 90 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

5.1: n-butyllithium / tetrahydrofuran; pentane / 0.5 h / -78 °C

5.2: 92 percent / tetrahydrofuran; pentane / 16 h

With dmap; sodium tetrahydroborate; n-butyllithium; bromine; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; pentane;
DOI:10.1021/ol0340585