Technology Process of (S,3E,9E,11Z,15E)-6-((4-methoxybenzyloxy)methyl)-4,12-dimethyl-1,7-dioxacyclooctadeca-3,9,11,15-tetraene-8,14-dione
There total 16 articles about (S,3E,9E,11Z,15E)-6-((4-methoxybenzyloxy)methyl)-4,12-dimethyl-1,7-dioxacyclooctadeca-3,9,11,15-tetraene-8,14-dione 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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1437312-85-0
(S,3E,9E,11Z,15E)-6-((4-methoxybenzyloxy)methyl)-4,12-dimethyl-1,7-dioxacyclooctadeca-3,9,11,15-tetraene-8,14-dione
- Guidance literature:
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With
0.8H2O*BaH2O2;
In
tetrahydrofuran; water; toluene;
at 0 ℃;
for 3.5h;
DOI:10.1002/chem.201202553
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1437312-85-0
(S,3E,9E,11Z,15E)-6-((4-methoxybenzyloxy)methyl)-4,12-dimethyl-1,7-dioxacyclooctadeca-3,9,11,15-tetraene-8,14-dione
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: potassium hydroxide / ethanol / 20 h / 0 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
2.2: 6 h / -78 °C
3.1: dmap / N,N-dimethyl-formamide / 36 h / 20 °C
4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 1.67 h / 0 °C
4.2: 0.67 h / -78 °C
4.3: 1.75 h / -78 - 20 °C
5.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C
5.2: 1.5 h / 0 °C
6.1: water; sodium hydroxide / ethanol / 25 h / 0 - 20 °C
7.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene; acetonitrile / 1.5 h / 20 °C
7.2: 19 h / 20 °C
8.1: pyridine hydrogenfluoride / tetrahydrofuran / 16 h / 0 - 20 °C
9.1: Dess-Martin periodane / dichloromethane / 2.25 h / 20 °C
10.1: 0.8H2O*BaH2O2 / tetrahydrofuran; water; toluene / 3.5 h / 0 °C
With
dmap; n-butyllithium; 0.8H2O*BaH2O2; 2,4,6-trichlorobenzoyl chloride; water; Dess-Martin periodane; pyridine hydrogenfluoride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hydroxide; sodium hydroxide;
In
tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
4.2: |Swern Oxidation / 4.3: |Swern Oxidation;
DOI:10.1002/chem.201202553
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1437312-85-0
(S,3E,9E,11Z,15E)-6-((4-methoxybenzyloxy)methyl)-4,12-dimethyl-1,7-dioxacyclooctadeca-3,9,11,15-tetraene-8,14-dione
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 1.67 h / 0 °C
1.2: 0.67 h / -78 °C
1.3: 1.75 h / -78 - 20 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C
2.2: 1.5 h / 0 °C
3.1: water; sodium hydroxide / ethanol / 25 h / 0 - 20 °C
4.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene; acetonitrile / 1.5 h / 20 °C
4.2: 19 h / 20 °C
5.1: pyridine hydrogenfluoride / tetrahydrofuran / 16 h / 0 - 20 °C
6.1: Dess-Martin periodane / dichloromethane / 2.25 h / 20 °C
7.1: 0.8H2O*BaH2O2 / tetrahydrofuran; water; toluene / 3.5 h / 0 °C
With
n-butyllithium; 0.8H2O*BaH2O2; 2,4,6-trichlorobenzoyl chloride; water; Dess-Martin periodane; pyridine hydrogenfluoride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydroxide;
In
tetrahydrofuran; ethanol; hexane; dichloromethane; water; toluene; acetonitrile;
1.2: |Swern Oxidation / 1.3: |Swern Oxidation;
DOI:10.1002/chem.201202553
