4-[3-(tert-butyl-dimethyl-silanyloxy)-prop-1-ynyl]-1-(4-methoxy-benzyl)-3-methyl-1,3-dihydro-imidazol-2-one

Base Information

• Chemical Name: 4-[3-(tert-butyl-dimethyl-silanyloxy)-prop-1-ynyl]-1-(4-methoxy-benzyl)-3-methyl-1,3-dihydro-imidazol-2-one
• CAS No.: 766549-79-5
• Molecular Formula: C₂₁H₃₀N₂O₃Si
• Molecular Weight: 386.566

Synonyms:4-[3-(tert-butyl-dimethyl-silanyloxy)-prop-1-ynyl]-1-(4-methoxy-benzyl)-3-methyl-1,3-dihydro-imidazol-2-one

Chemical Property of 4-[3-(tert-butyl-dimethyl-silanyloxy)-prop-1-ynyl]-1-(4-methoxy-benzyl)-3-methyl-1,3-dihydro-imidazol-2-one

Chemical Property:

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Technology Process of 4-[3-(tert-butyl-dimethyl-silanyloxy)-prop-1-ynyl]-1-(4-methoxy-benzyl)-3-methyl-1,3-dihydro-imidazol-2-one

There total 2 articles about 4-[3-(tert-butyl-dimethyl-silanyloxy)-prop-1-ynyl]-1-(4-methoxy-benzyl)-3-methyl-1,3-dihydro-imidazol-2-one 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: 87.0%

p-methoxybenzyl chloride (824-94-2) + 5-[3-(tert-butyl-dimethyl-silanyloxy)-prop-1-ynyl]-1-methyl-1,3-dihydro-imidazol-2-one (766549-73-9) → 4-[3-(tert-butyl-dimethyl-silanyloxy)-prop-1-ynyl]-1-(4-methoxy-benzyl)-3-methyl-1,3-dihydro-imidazol-2-one (766549-79-5)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2004.07.062

Reference yield:

tert-Butyldimethyl(prop-2-ynyloxy)silane (76782-82-6) → 4-[3-(tert-butyl-dimethyl-silanyloxy)-prop-1-ynyl]-1-(4-methoxy-benzyl)-3-methyl-1,3-dihydro-imidazol-2-one (766549-79-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: BuMgCl / tetrahydrofuran

1.2: 62 percent / TsOH / CHCl₃

2.1: 87 percent / KOtBu / dimethylformamide

With potassium tert-butylate; butyl magnesium bromide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2004.07.062

Reference yield: 99.0%

4-[3-(tert-butyl-dimethyl-silanyloxy)-prop-1-ynyl]-1-(4-methoxy-benzyl)-3-methyl-1,3-dihydro-imidazol-2-one (766549-79-5) → 4-(3-hydroxy-prop-1-ynyl)-1-(4-methoxy-benzyl)-3-methyl-1,3-dihydro-imidazol-2-one (766549-74-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2004.07.062

upstream raw materials:

p-methoxybenzyl chloride

5-[3-(tert-butyl-dimethyl-silanyloxy)-prop-1-ynyl]-1-methyl-1,3-dihydro-imidazol-2-one

tert-Butyldimethyl(prop-2-ynyloxy)silane

Downstream raw materials:

4-(3-hydroxy-prop-1-ynyl)-1-(4-methoxy-benzyl)-3-methyl-1,3-dihydro-imidazol-2-one

[1-(4-methoxy-benzyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazol-4-yl]-propynal

3-[1-(4-methoxy-benzyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazol-4-yl]-3-methylsulfanyl-propenal

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