5-(3-tert-butyldimethylsilyloxyphenyl)-4-(7-carboxy-1,1-dimethyl-3-oxaheptyl)-3,3-dimethyl-2,3-dihydrofuran

Base Information

Chemical Name:5-(3-tert-butyldimethylsilyloxyphenyl)-4-(7-carboxy-1,1-dimethyl-3-oxaheptyl)-3,3-dimethyl-2,3-dihydrofuran
CAS No.:594859-92-4
Molecular Formula:C₂₇H₄₄O₅Si
Molecular Weight:476.729
Hs Code.:

Synonyms:5-(3-tert-butyldimethylsilyloxyphenyl)-4-(7-carboxy-1,1-dimethyl-3-oxaheptyl)-3,3-dimethyl-2,3-dihydrofuran

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Chemical Property of 5-(3-tert-butyldimethylsilyloxyphenyl)-4-(7-carboxy-1,1-dimethyl-3-oxaheptyl)-3,3-dimethyl-2,3-dihydrofuran

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Technology Process of 5-(3-tert-butyldimethylsilyloxyphenyl)-4-(7-carboxy-1,1-dimethyl-3-oxaheptyl)-3,3-dimethyl-2,3-dihydrofuran

There total 3 articles about 5-(3-tert-butyldimethylsilyloxyphenyl)-4-(7-carboxy-1,1-dimethyl-3-oxaheptyl)-3,3-dimethyl-2,3-dihydrofuran 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: 92.6%

: 594859-80-0
4-(7-carboxy-1,1-dimethyl-3-oxaheptyl )-5-(3-hydroxyphenyl)-3,3-dimethyl-2,3-dihydrofuran

: 18162-48-6
tert-butyldimethylsilyl chloride

: 594859-92-4
5-(3-tert-butyldimethylsilyloxyphenyl)-4-(7-carboxy-1,1-dimethyl-3-oxaheptyl)-3,3-dimethyl-2,3-dihydrofuran

Guidance literature:: 4-(7-carboxy-1,1-dimethyl-3-oxaheptyl )-5-(3-hydroxyphenyl)-3,3-dimethyl-2,3-dihydrofuran; tert-butyldimethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

With water; potassium carbonate; In methanol; at 20 ℃; for 1h; Inert atmosphere;

With ammonium chloride; In methanol; Inert atmosphere;
DOI:10.1016/j.tet.2012.04.078

Reference yield:

: 288-32-4
1H-imidazole

: 594859-80-0
4-(7-carboxy-1,1-dimethyl-3-oxaheptyl )-5-(3-hydroxyphenyl)-3,3-dimethyl-2,3-dihydrofuran

: 18162-48-6
tert-butyldimethylsilyl chloride

: 594859-92-4
5-(3-tert-butyldimethylsilyloxyphenyl)-4-(7-carboxy-1,1-dimethyl-3-oxaheptyl)-3,3-dimethyl-2,3-dihydrofuran

Guidance literature:: With potassium carbonate; In methanol; water; N,N-dimethyl-formamide;

Reference yield:

: 594859-79-7
4-(7-ethoxycarbonyl-1,1-dimethyl-3-oxaheptyl)-5-(3-methoxyphenyl)-3,3-dimethyl-2,3-dihydrofuran

: 594859-92-4
5-(3-tert-butyldimethylsilyloxyphenyl)-4-(7-carboxy-1,1-dimethyl-3-oxaheptyl)-3,3-dimethyl-2,3-dihydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium thiomethoxide / N,N-dimethyl-formamide / 2 h / 140 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

2.3: Inert atmosphere

With 1H-imidazole; sodium thiomethoxide; In N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.04.078