1-(tert-Butyldiphenylsiloxy)-2-cyclopropylidene-2-<2-<(p-toluenesulfonyl)oxy>-4-methylphenyl>ethane

Base Information

Chemical Name:1-(tert-Butyldiphenylsiloxy)-2-cyclopropylidene-2-<2-<(p-toluenesulfonyl)oxy>-4-methylphenyl>ethane
CAS No.:154698-98-3
Molecular Formula:C₃₅H₃₈O₄SSi
Molecular Weight:582.836
Hs Code.:

Synonyms:1-(tert-Butyldiphenylsiloxy)-2-cyclopropylidene-2-<2-<(p-toluenesulfonyl)oxy>-4-methylphenyl>ethane

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Chemical Property of 1-(tert-Butyldiphenylsiloxy)-2-cyclopropylidene-2-<2-<(p-toluenesulfonyl)oxy>-4-methylphenyl>ethane

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Technology Process of 1-(tert-Butyldiphenylsiloxy)-2-cyclopropylidene-2-<2-<(p-toluenesulfonyl)oxy>-4-methylphenyl>ethane

There total 7 articles about 1-(tert-Butyldiphenylsiloxy)-2-cyclopropylidene-2-<2-<(p-toluenesulfonyl)oxy>-4-methylphenyl>ethane 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: 64.0%

: 98-59-9
p-toluenesulfonyl chloride

: 154698-97-2
1-(tert-Butyldiphenylsiloxy)-2-cyclopropylidene-2-(2-hydroxy-4-methylphenyl)ethane

: 154698-98-3
1-(tert-Butyldiphenylsiloxy)-2-cyclopropylidene-2-<2-<(p-toluenesulfonyl)oxy>-4-methylphenyl>ethane

Guidance literature:: With pyridine; dmap; for 24h; Ambient temperature;
DOI:10.1021/jo00080a014

Reference yield:

: 57234-27-2
1-(methoxymethoxy)-3-methylbenzene

: 154698-98-3
1-(tert-Butyldiphenylsiloxy)-2-cyclopropylidene-2-<2-<(p-toluenesulfonyl)oxy>-4-methylphenyl>ethane

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / t-BuLi / diethyl ether; hexane / 0 °C / 1.) 2 h, 2.) 1 h

2: 94 percent / NaH / tris<2-(2-methoxyethoxy)ethyl>amine / tetrahydrofuran / 62 °C / 1.) 10 h, 2.) 1 h

3: 91 percent / EtSH, BF₃*Et₂O / CH₂Cl₂ / 1.) -78 deg C, 30 min, 2.) -23 deg C, 1.5 h

4: 64 percent / DMAP, pyridine / 24 h / Ambient temperature

With pyridine; dmap; boron trifluoride diethyl etherate; tert.-butyl lithium; sodium hydride; ethanethiol; Tris(3,6-dioxaheptyl)amine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo00080a014

Reference yield:

: 154698-92-7
methyl 2-((tert-butyl(diphenyl)silyl)oxy)acetate

: 154698-98-3
1-(tert-Butyldiphenylsiloxy)-2-cyclopropylidene-2-<2-<(p-toluenesulfonyl)oxy>-4-methylphenyl>ethane

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / Me₃Al / CH₂Cl₂; hexane / 1.) -15 deg C, 30 min; room temp., 35 min, 2.) room temp., 2 h

2: 80 percent / t-BuLi / diethyl ether; hexane / 0 °C / 1.) 2 h, 2.) 1 h

3: 94 percent / NaH / tris<2-(2-methoxyethoxy)ethyl>amine / tetrahydrofuran / 62 °C / 1.) 10 h, 2.) 1 h

4: 91 percent / EtSH, BF₃*Et₂O / CH₂Cl₂ / 1.) -78 deg C, 30 min, 2.) -23 deg C, 1.5 h

5: 64 percent / DMAP, pyridine / 24 h / Ambient temperature

With pyridine; dmap; boron trifluoride diethyl etherate; trimethylaluminum; tert.-butyl lithium; sodium hydride; ethanethiol; Tris(3,6-dioxaheptyl)amine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo00080a014