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

Base Information

Chemical Name:(1S,5S,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-2,9,9-trimethoxy-5-(prenyl)-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-2-en-4-one
CAS No.:945553-47-9
Molecular Formula:C₃₄H₅₄O₇Si
Molecular Weight:602.884
Hs Code.:

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

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

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

There total 1 articles about (1S,5S,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-2,9,9-trimethoxy-5-(prenyl)-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-2-en-4-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: 75.0%

: 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

: 870-63-3
prenyl bromide

: 945553-47-9
(1S,5S,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-2,9,9-trimethoxy-5-(prenyl)-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-2-en-4-one

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

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

Reference yield:

: 945553-47-9
(1S,5S,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-2,9,9-trimethoxy-5-(prenyl)-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-2-en-4-one

: C₃₄H₅₄O₈Si

Guidance literature:: With 3,3-dimethyldioxirane; In dichloromethane; acetone; at 0 ℃; for 3.5h;
DOI:10.1039/b704311b

Reference yield:

: 945553-47-9
(1S,5S,7S,8R)-(+)-8-(3,4-dimethoxyphenyl)-2,9,9-trimethoxy-5-(prenyl)-7-triisopropylsilanyloxy-bicyclo[3.3.1]non-2-en-4-one

: (1R,3R,8R,9R,10S)-(-)-9-(3,4-dimethoxy-phenyl)-3-(1-hydroxy-1-methyl-ethyl)-12,12-dimethoxy-10-triisopropylsilanyloxy-4-oxa-tricyclo[6.3.1.0^1.5]dodec-5-en-7-one

Guidance literature:: Multi-step reaction with 2 steps

1: dimethyldioxirane / acetone; CH₂Cl₂ / 3.5 h / 0 °C

2: 115 mg / trimethylsilyl chloride / CH₂Cl₂ / 2 h / 0 °C

With chloro-trimethyl-silane; 3,3-dimethyldioxirane; In dichloromethane; acetone;
DOI:10.1039/b704311b