4-trimethylsilyl-3,5-bis[(dimethylamino)methyl]benzyl tert-butyldimethylsilyl ether

Base Information

Chemical Name:4-trimethylsilyl-3,5-bis[(dimethylamino)methyl]benzyl tert-butyldimethylsilyl ether
CAS No.:694533-68-1
Molecular Formula:C₂₂H₄₄N₂OSi₂
Molecular Weight:408.775
Hs Code.:

Synonyms:4-trimethylsilyl-3,5-bis[(dimethylamino)methyl]benzyl tert-butyldimethylsilyl ether

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Chemical Property of 4-trimethylsilyl-3,5-bis[(dimethylamino)methyl]benzyl tert-butyldimethylsilyl ether

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Technology Process of 4-trimethylsilyl-3,5-bis[(dimethylamino)methyl]benzyl tert-butyldimethylsilyl ether

There total 2 articles about 4-trimethylsilyl-3,5-bis[(dimethylamino)methyl]benzyl tert-butyldimethylsilyl ether 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: 77.0%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 694533-67-0
3,5-bis[(dimethylamino)methyl]benzyl tert-butyldimethylsilyl ether

: 694533-68-1
4-trimethylsilyl-3,5-bis[(dimethylamino)methyl]benzyl tert-butyldimethylsilyl ether

Guidance literature:: 3,5-bis[(dimethylamino)methyl]benzyl tert-butyldimethylsilyl ether; With n-butyllithium; In hexane; at 20 ℃; for 6h;

trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; hexane; at 0 ℃; for 1h; Further stages.;
DOI:10.1002/chem.200305336

Reference yield:

: 1-bromo-3,5-bis[(dimethylamino)methyl]benzene

: 694533-68-1
4-trimethylsilyl-3,5-bis[(dimethylamino)methyl]benzyl tert-butyldimethylsilyl ether

Guidance literature:: Multi-step reaction with 4 steps

1.1: t-BuLi / diethyl ether / 0.5 h / -78 °C

1.2: 99 percent / diethyl ether / 1 h / 20 °C

2.1: 95 percent / NaBH₄ / methanol / 3 h / 20 °C

3.1: imidazole / tetrahydrofuran / 0.5 h / 20 °C

3.2: 74 percent / tetrahydrofuran / Heating

4.1: n-BuLi / hexane / 6 h / 20 °C

4.2: 77 percent / tetrahydrofuran; hexane / 1 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; tert.-butyl lithium; In tetrahydrofuran; methanol; diethyl ether; hexane;
DOI:10.1002/chem.200305336