(1R,5R,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-4,9,9-trimethoxy-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-3-en-2-one

Base Information

Chemical Name:(1R,5R,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-4,9,9-trimethoxy-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-3-en-2-one
CAS No.:945553-46-8
Molecular Formula:C₂₉H₄₆O₇Si
Molecular Weight:534.766
Hs Code.:

Synonyms:(1R,5R,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-4,9,9-trimethoxy-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-3-en-2-one

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Chemical Property of (1R,5R,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-4,9,9-trimethoxy-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-3-en-2-one

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Technology Process of (1R,5R,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-4,9,9-trimethoxy-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-3-en-2-one

There total 1 articles about (1R,5R,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-4,9,9-trimethoxy-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-3-en-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:

: 945553-39-9
catechinic acid

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 77-78-1
dimethyl sulfate

: 149-73-5
trimethyl orthoformate

: 945553-45-7
(1S,5S,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-2,9,9-trimethoxy-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-2-en-4-one

: 945553-46-8
(1R,5R,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-4,9,9-trimethoxy-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-3-en-2-one

Guidance literature:: catechinic acid; dimethyl sulfate; With potassium carbonate; In acetone; for 18h; Heating;

trimethyl orthoformate; With toluene-4-sulfonic acid; In methanol; for 24h; Heating;

triisopropylsilyl trifluoromethanesulfonate; With 2,6-dimethylpyridine; In dichloromethane; at 20 - 25 ℃; Further stages.;
DOI:10.1039/b704311b

Reference yield: 60.0%

: 945553-46-8
(1R,5R,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-4,9,9-trimethoxy-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-3-en-2-one

: 74-88-4
methyl iodide

: (1R,5R,7S,8R)-(-)-8-(3,4-dimethoxyphenyl)-4,9,9-trimethoxy-3-methyl-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-3-en-2-one

Guidance literature:: (1R,5R,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-4,9,9-trimethoxy-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-3-en-2-one; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 3h;

methyl iodide; In tetrahydrofuran; hexane; at -78 ℃; for 3h; Further stages.;
DOI:10.1039/b704311b

Reference yield: 51.0%

: 945553-46-8
(1R,5R,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-4,9,9-trimethoxy-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-3-en-2-one

: 870-63-3
prenyl bromide

: (1R,5R,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-4,9,9-trimethoxy-3-(prenyl)-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-3-en-2-one

Guidance literature:: (1R,5R,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-4,9,9-trimethoxy-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-3-en-2-one; With n-butyllithium; tetramethylpiperidine; In tetrahydrofuran; hexane; at -78 ℃;

prenyl bromide; In tetrahydrofuran; hexane; at -78 ℃; Further stages.;
DOI:10.1039/b704311b