4-tert-butoxy-6-(tert-butyldimethylsilanyloxy)-7-hydroxy-7-methoxymethoxymethyl-3a-methylhexahydrobenzofuran-2-one

Base Information

• Chemical Name: 4-tert-butoxy-6-(tert-butyldimethylsilanyloxy)-7-hydroxy-7-methoxymethoxymethyl-3a-methylhexahydrobenzofuran-2-one
• CAS No.: 929544-40-1
• Molecular Formula: C₂₂H₄₂O₇Si
• Molecular Weight: 446.657

Synonyms:4-tert-butoxy-6-(tert-butyldimethylsilanyloxy)-7-hydroxy-7-methoxymethoxymethyl-3a-methylhexahydrobenzofuran-2-one

Chemical Property of 4-tert-butoxy-6-(tert-butyldimethylsilanyloxy)-7-hydroxy-7-methoxymethoxymethyl-3a-methylhexahydrobenzofuran-2-one

Chemical Property:

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Technology Process of 4-tert-butoxy-6-(tert-butyldimethylsilanyloxy)-7-hydroxy-7-methoxymethoxymethyl-3a-methylhexahydrobenzofuran-2-one

There total 3 articles about 4-tert-butoxy-6-(tert-butyldimethylsilanyloxy)-7-hydroxy-7-methoxymethoxymethyl-3a-methylhexahydrobenzofuran-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: 90.0%

[6-tert-butoxy-4-(tert-butyldimethylsilanyloxy)-2,3-dihydroxy-3-methoxymethoxymethyl-1-methyl-cyclohexyl]acetic acid (929544-48-9) + diazomethyl-trimethyl-silane (18107-18-1) → 4-tert-butoxy-6-(tert-butyldimethylsilanyloxy)-7-hydroxy-7-methoxymethoxymethyl-3a-methylhexahydrobenzofuran-2-one (929544-40-1) + methyl [6-tert-butoxy-4-(tert-butyldimethylsilanyloxy)-2,3-dihydroxy-3-methoxymethoxymethyl-1-methyl-cyclohexyl]acetate

Guidance literature:

In methanol; diethyl ether; at 0 ℃; for 0.25h;

DOI:10.1002/ejoc.200600751

Reference yield: 72.0%

6-tert-butoxy-8-(tert-butyldimethylsilanyloxy)-1-methoxymethoxymethyl-5-methyl-3-oxo-2-oxabicyclo[3.3.1]oct-9-yl acetate (929544-52-5) → 6-tert-butoxy-8-(tert-butyldimethylsilanyloxy)-9-hydroxy-1-methoxymethoxymethyl-5-methyl-cyclohexyl-2-oxabicyclo[3.3.1]nonan-3-one + 4-tert-butoxy-6-(tert-butyldimethylsilanyloxy)-7-hydroxy-7-methoxymethoxymethyl-3a-methylhexahydrobenzofuran-2-one (929544-40-1) + [6-tert-butoxy-4-(tert-butyldimethylsilanyloxy)-2,3-dihydroxy-3-methoxymethoxymethyl-1-methyl-cyclohexyl]acetic acid (929544-48-9)

Guidance literature:

With potassium carbonate; In methanol; water; at 25 ℃;

DOI:10.1002/ejoc.200600751

Reference yield: 52.0%

6-tert-butoxy-8-(tert-butyldimethylsilanyloxy)-1-methoxymethoxymethyl-5-methyl-3-oxo-2-oxabicyclo[3.3.1]oct-9-yl acetate (929544-52-5) → 4-tert-butoxy-4-(2-hydroxyethyl)-2-methoxymethoxymethyl-4-methylcyclohexane-1,2,3-triol (929544-45-6) + 4-tert-butoxy-6-(tert-butyldimethylsilanyloxy)-7-hydroxy-7-methoxymethoxymethyl-3a-methylhexahydrobenzofuran-2-one (929544-40-1) + 4-tert-butoxy-6-(tert-butyldimethylsilanyloxy)-3-(2-hydroxyethyl)-1-methoxymethoxymethyl-3-methyl-cyclohexane-1,2-diol (929544-44-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1002/ejoc.200600751

upstream raw materials:

6-tert-butoxy-8-(tert-butyldimethylsilanyloxy)-1-methoxymethoxymethyl-5-methyl-3-oxo-2-oxabicyclo[3.3.1]oct-9-yl acetate

[6-tert-butoxy-4-(tert-butyldimethylsilanyloxy)-2,3-dihydroxy-3-methoxymethoxymethyl-1-methyl-cyclohexyl]acetic acid

diazomethyl-trimethyl-silane

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