Technology Process of (5S,4'S,5'S,8'EZ,10'E,12'E)-N-benzoyl-3-(8,12-dimethyl-4,5-isopropylidenedioxy-1-oxotetradeca-8,10,12-trienyl)-5-(2-methylpropyl)-Δ3-pyrrolin-2-one
There total 18 articles about (5S,4'S,5'S,8'EZ,10'E,12'E)-N-benzoyl-3-(8,12-dimethyl-4,5-isopropylidenedioxy-1-oxotetradeca-8,10,12-trienyl)-5-(2-methylpropyl)-Δ3-pyrrolin-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:
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124575-47-9,124602-10-4,124602-11-5,124602-12-6
(5S,4'S,5'S,8'EZ,10'E,12'E)-N-benzoyl-3-(8,12-dimethyl-4,5-isopropylidenedioxy-1-oxotetradeca-8,10,12-trienyl)-5-(2-methylpropyl)-3-phenylselenopyrrolidin-2-one
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124575-48-0,124602-13-7
(5S,4'S,5'S,8'EZ,10'E,12'E)-N-benzoyl-3-(8,12-dimethyl-4,5-isopropylidenedioxy-1-oxotetradeca-8,10,12-trienyl)-5-(2-methylpropyl)-Δ3-pyrrolin-2-one
- Guidance literature:
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With
dihydrogen peroxide; 3-chloro-benzenecarboperoxoic acid;
In
chloroform; water;
at -50 - 0 ℃;
for 0.75h;
DOI:10.1016/S0040-4020(01)83439-6
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124575-48-0,124602-13-7
(5S,4'S,5'S,8'EZ,10'E,12'E)-N-benzoyl-3-(8,12-dimethyl-4,5-isopropylidenedioxy-1-oxotetradeca-8,10,12-trienyl)-5-(2-methylpropyl)-Δ3-pyrrolin-2-one
- Guidance literature:
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Multi-step reaction with 12 steps
1: 60 percent / NaH / 1,2-dimethoxy-ethane / 1.83 h / 0 °C
2: 79 percent / H2 / Pd/C / ethanol / 2.5 h / Ambient temperature
3: 91 percent / Na / ethanol / 0.25 h
4: DMSO, oxalyl chloride, Et3N / CH2Cl2 / 0.75 h / -78 °C
5: 72 percent / benzene / 16 h / Heating
6: 88 percent / H2 / Pd/C / ethyl acetate
8: 97 percent / NaOH / ethanol; H2O / 1.5 h / Ambient temperature
9: 92 percent / benzene; tetrahydrofuran / 18 h / Ambient temperature
10: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 8.5 h / -78 °C
11: 80 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 4 h / -78 °C
12: H2O2, m-chloroperoxybenzoic acid / CHCl3; H2O / 0.75 h / -50 - 0 °C
With
sodium hydroxide; oxalyl dichloride; hydrogen; dihydrogen peroxide; sodium; sodium hydride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane;
palladium on activated charcoal;
In
tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; chloroform; water; ethyl acetate; benzene;
DOI:10.1016/S0040-4020(01)83439-6
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124575-48-0,124602-13-7
(5S,4'S,5'S,8'EZ,10'E,12'E)-N-benzoyl-3-(8,12-dimethyl-4,5-isopropylidenedioxy-1-oxotetradeca-8,10,12-trienyl)-5-(2-methylpropyl)-Δ3-pyrrolin-2-one
- Guidance literature:
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Multi-step reaction with 9 steps
1: DMSO, oxalyl chloride, Et3N / CH2Cl2 / 0.75 h / -78 °C
2: 72 percent / benzene / 16 h / Heating
3: 88 percent / H2 / Pd/C / ethyl acetate
5: 97 percent / NaOH / ethanol; H2O / 1.5 h / Ambient temperature
6: 92 percent / benzene; tetrahydrofuran / 18 h / Ambient temperature
7: lithium hexamethyldisilazide / tetrahydrofuran; hexane / 8.5 h / -78 °C
8: 80 percent / lithium hexamethyldisilazide / tetrahydrofuran; hexane / 4 h / -78 °C
9: H2O2, m-chloroperoxybenzoic acid / CHCl3; H2O / 0.75 h / -50 - 0 °C
With
sodium hydroxide; oxalyl dichloride; hydrogen; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; hexane; dichloromethane; chloroform; water; ethyl acetate; benzene;
DOI:10.1016/S0040-4020(01)83439-6
