1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-ethan-1-one

Base Information

• Chemical Name: 1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-ethan-1-one
• CAS No.: 108956-90-7
• Molecular Formula: C₂₀H₃₆O₄Si₂
• Molecular Weight: 396.674

Synonyms:1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-ethan-1-one

Chemical Property of 1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-ethan-1-one

Chemical Property:

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Technology Process of 1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-ethan-1-one

There total 2 articles about 1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-ethan-1-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: 94.0%

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) + tert-butyldimethylsilyl chloride (18162-48-6) → 1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-ethan-1-one (108956-90-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 0.5h;

Reference yield:

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) + tert-butyldimethylsilyl chloride (18162-48-6) → 1-{4-[(tert-butyldimethylsilyl)oxy]-2,6-dihydroxyphenyl}ethan-1-one (139140-13-9) + 1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-ethan-1-one (108956-90-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetasy.2013.02.012

Reference yield: 85.0%

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate (74808-09-6) + 1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-ethan-1-one (108956-90-7) → 4-(tert-butyldimethylsilyloxy)-6-hydroxy-2-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)acetophenone

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 0.25h;

upstream raw materials:

2,4,6-trihydroxyacetophenone

tert-butyldimethylsilyl chloride

Downstream raw materials:

6-O-prenyl-2,4-O-bis(tert-butyldimethylsilyl)phloracetophenone

4'-O-CO-(Gly-OtBu)-tricin

4'-O-CO-(Ala-OtBu)-tricin

4'-O-CO-(Val-OtBu)-tricin

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