(+)-(1R,6R,7R,Z)-7-(4-methoxybenzyloxy)-1-(4,4-dimethylcyclopent-1-enyl)-6-hydroxy-5-(hydroxymethylene)-3-oxa-bicyclo[4.2.0]octan-4-one

Base Information

Chemical Name:(+)-(1R,6R,7R,Z)-7-(4-methoxybenzyloxy)-1-(4,4-dimethylcyclopent-1-enyl)-6-hydroxy-5-(hydroxymethylene)-3-oxa-bicyclo[4.2.0]octan-4-one
CAS No.:960294-60-4
Molecular Formula:C₂₃H₂₈O₆
Molecular Weight:400.472
Hs Code.:

Synonyms:(+)-(1R,6R,7R,Z)-7-(4-methoxybenzyloxy)-1-(4,4-dimethylcyclopent-1-enyl)-6-hydroxy-5-(hydroxymethylene)-3-oxa-bicyclo[4.2.0]octan-4-one

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Chemical Property of (+)-(1R,6R,7R,Z)-7-(4-methoxybenzyloxy)-1-(4,4-dimethylcyclopent-1-enyl)-6-hydroxy-5-(hydroxymethylene)-3-oxa-bicyclo[4.2.0]octan-4-one

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Technology Process of (+)-(1R,6R,7R,Z)-7-(4-methoxybenzyloxy)-1-(4,4-dimethylcyclopent-1-enyl)-6-hydroxy-5-(hydroxymethylene)-3-oxa-bicyclo[4.2.0]octan-4-one

There total 2 articles about (+)-(1R,6R,7R,Z)-7-(4-methoxybenzyloxy)-1-(4,4-dimethylcyclopent-1-enyl)-6-hydroxy-5-(hydroxymethylene)-3-oxa-bicyclo[4.2.0]octan-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:

: 960294-57-9
(-)-(1S,2R,4R)-4-(4-methoxybenzyloxy)-2-(4,4-dimethylcyclopent-1-enyl)-2-(hydroxymethyl)cyclobutanol

: 83610-96-2
2-(ethylsulfanylcarbonyl)acetic acid

: 960294-60-4
(+)-(1R,6R,7R,Z)-7-(4-methoxybenzyloxy)-1-(4,4-dimethylcyclopent-1-enyl)-6-hydroxy-5-(hydroxymethylene)-3-oxa-bicyclo[4.2.0]octan-4-one

Guidance literature:: (-)-(1S,2R,4R)-4-(4-methoxybenzyloxy)-2-(4,4-dimethylcyclopent-1-enyl)-2-(hydroxymethyl)cyclobutanol; 2-(ethylsulfanylcarbonyl)acetic acid; In dichloromethane; for 2h; cooling;

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 20 ℃; for 3h;

With triethylsilane; palladium on activated charcoal; In dichloromethane; at 20 ℃; Further stages.;
DOI:10.1002/anie.200702056

Reference yield:

: 960294-71-7
C₂₅H₃₄O₆S

: 960294-60-4
(+)-(1R,6R,7R,Z)-7-(4-methoxybenzyloxy)-1-(4,4-dimethylcyclopent-1-enyl)-6-hydroxy-5-(hydroxymethylene)-3-oxa-bicyclo[4.2.0]octan-4-one

Guidance literature:: C₂₅H₃₄O₆S; With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 20 ℃; for 3h;

With triethylsilane; palladium on activated charcoal; In dichloromethane; at 20 ℃; for 1h; Further stages.;
DOI:10.1021/jo8004233

Reference yield: 43.0%

: 960294-60-4
(+)-(1R,6R,7R,Z)-7-(4-methoxybenzyloxy)-1-(4,4-dimethylcyclopent-1-enyl)-6-hydroxy-5-(hydroxymethylene)-3-oxa-bicyclo[4.2.0]octan-4-one

: 960294-61-5
(+)-(1R,5S,6S,7R)-7-(4-methoxybenzyloxy)-1-(4,4-dimethylcyclopent-1-enyl)-6-hydroxy-5-(hydroxymethyl)-3-oxa-bicyclo[4.2.0]octan-4-one

: 960294-62-6
(+)-(1R,5R,6S,7R)-7-(4-methoxybenzyloxy)-1-(4,4-dimethylcyclopent-1-enyl)-6-hydroxy-5-(hydroxymethyl)-3-oxa-bicyclo[4.2.0]octan-4-one

Guidance literature:: With sodium tetrahydroborate; potassium dihydrogenphosphate; acetic acid; In methanol; at 0 ℃; for 0.666667h;
DOI:10.1002/anie.200702056