Technology Process of (3S,4aR,6S,7S,9Z,11R,12R,12aR)-1,3,4,4a,5,6,7,11,12,12a-decahydro-7-hydroxy-11,12-(isopropylidenedioxy)-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8(2H)-one benzoate
There total 5 articles about (3S,4aR,6S,7S,9Z,11R,12R,12aR)-1,3,4,4a,5,6,7,11,12,12a-decahydro-7-hydroxy-11,12-(isopropylidenedioxy)-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8(2H)-one benzoate 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:
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208044-29-5
(3S,4aR,6S,7S,9Z,11R,12R,12aR)-1,3,4,4a,5,6,7,11,12,12a-decahydro-7-hydroxy-11,12-(isopropylidenedioxy)-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8(2H)-one benzoate
- Guidance literature:
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With
dihydrogen peroxide; acetic acid;
In
tetrahydrofuran;
at 0 ℃;
for 1h;
DOI:10.1021/ja980538t
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(3S,4aR,6S,10S,11R,12R,12aR)-dodecahydro-11,12-(isopropylidenedioxy)-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-7(1H)-one
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208044-29-5
(3S,4aR,6S,7S,9Z,11R,12R,12aR)-1,3,4,4a,5,6,7,11,12,12a-decahydro-7-hydroxy-11,12-(isopropylidenedioxy)-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8(2H)-one benzoate
- Guidance literature:
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Multi-step reaction with 5 steps
1: 1.) 18-crown-6, O2, 2.) potassium hexamethyldisilazide / 1.) THF, 30 min, 2.) THF, toluene, 0 deg C, 10 min
2: 65 percent / lithium aluminum hydride / diethyl ether / 0.5 h / 25 °C
3: 85 percent / 4-(dimethylamino)pyridine, pyridine / 25 °C
4: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 3 min, 2.) THF, from -78 deg C to RT, 1 h
5: 92 percent / 30percent aq. H2O2, AcOH / tetrahydrofuran / 1 h / 0 °C
With
pyridine; dmap; lithium aluminium tetrahydride; 18-crown-6 ether; dihydrogen peroxide; oxygen; potassium hexamethylsilazane; acetic acid; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether;
DOI:10.1021/ja980538t
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(3S,4aR,6S,7S,10S,11R,12R,12aR)-dodecahydro-7-hydroxy-11,12-(isopropylidenedioxy)-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8(2H)-one
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208044-29-5
(3S,4aR,6S,7S,9Z,11R,12R,12aR)-1,3,4,4a,5,6,7,11,12,12a-decahydro-7-hydroxy-11,12-(isopropylidenedioxy)-3-(methoxymethoxy)-12a,13,13-trimethyl-4-methylene-6,10-methanobenzocyclodecen-8(2H)-one benzoate
- Guidance literature:
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Multi-step reaction with 3 steps
1: 85 percent / 4-(dimethylamino)pyridine, pyridine / 25 °C
2: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 3 min, 2.) THF, from -78 deg C to RT, 1 h
3: 92 percent / 30percent aq. H2O2, AcOH / tetrahydrofuran / 1 h / 0 °C
With
pyridine; dmap; dihydrogen peroxide; acetic acid; lithium diisopropyl amide;
In
tetrahydrofuran;
DOI:10.1021/ja980538t