5-[(tert-butyldimethylsilyloxy)methyl]-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride

Base Information

• Chemical Name: 5-[(tert-butyldimethylsilyloxy)methyl]-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride
• CAS No.: 1415585-10-2
• Molecular Formula: C₂₈H₄₃N₂OSi*Cl
• Molecular Weight: 487.201

Synonyms:5-[(tert-butyldimethylsilyloxy)methyl]-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride

Chemical Property of 5-[(tert-butyldimethylsilyloxy)methyl]-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride

Chemical Property:

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Technology Process of 5-[(tert-butyldimethylsilyloxy)methyl]-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride

There total 2 articles about 5-[(tert-butyldimethylsilyloxy)methyl]-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride 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%

3-(tert-butyldimethylsilyloxy)-N1,N2-dimesitylpropane-1,2-diamine (1415585-09-9) + orthoformic acid triethyl ester (122-51-0) → 5-[(tert-butyldimethylsilyloxy)methyl]-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride (1415585-10-2)

Guidance literature:

With hydrogenchloride; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tet.2012.10.023

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) + N,N′-dimesityl-2,3-diamino-1-propanol (320718-03-4) → 5-[(tert-butyldimethylsilyloxy)methyl]-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride (1415585-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: hydrogenchloride / 3 h / 80 °C / Inert atmosphere

With 1H-imidazole; hydrogenchloride; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2012.10.023

Reference yield: 94.0%

carbonochloridic acid 1-chloro-ethyl ester (50893-53-3) + 5-[(tert-butyldimethylsilyloxy)methyl]-1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium chloride (1415585-10-2) → 1,3-bis(1-mesityl)-4,5-dihydro-4-hydroxymethyl-1H-imidazol-3-ium chloride

Guidance literature:

In methanol; at 20 ℃;

DOI:10.1016/j.tet.2012.10.023

upstream raw materials:

tert-butyldimethylsilyl chloride

N,N′-dimesityl-2,3-diamino-1-propanol

3-(tert-butyldimethylsilyloxy)-N¹,N²-dimesitylpropane-1,2-diamine

orthoformic acid triethyl ester

Downstream raw materials:

C₃₂H₅₀N₃O₅Si⁽¹⁺⁾*Cl^(1-)

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