Technology Process of (2Z,4E,8Z,10Z)-N-isobutyldodeca-2,4,8,10-tetraenamide
There total 10 articles about (2Z,4E,8Z,10Z)-N-isobutyldodeca-2,4,8,10-tetraenamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-N-iso-butyl-2-oxoethyl phosphonium chloride;
With
potassium tert-butylate;
In
tetrahydrofuran;
at 20 ℃;
for 0.5h;
C10H14O;
In
tetrahydrofuran;
at 0 ℃;
for 2h;
DOI:10.1021/jo200289f
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: ethylmagnesium bromide / tetrahydrofuran / 50 °C
1.2: 20 - 50 °C
2.1: potassium tert-butylate; dimethyl sulfoxide / tetrahydrofuran / -40 °C
3.1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C
4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 - -10 °C
4.2: -78 - 20 °C
5.1: sodium hydride / diethyl ether; mineral oil / 0 °C
5.2: 0 °C
6.1: diisobutylaluminium hydride / diethyl ether / 0 °C
7.1: naphthalene; lithium; zinc(II) chloride / tetrahydrofuran; methanol / 50 °C
8.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 - -10 °C
8.2: -78 - 20 °C
9.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 20 °C
9.2: 2 h / 0 °C
With
oxalyl dichloride; naphthalene; ethylmagnesium bromide; potassium tert-butylate; lithium; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; zinc(II) chloride;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; mineral oil;
4.1: Swern oxidation / 4.2: Swern oxidation / 5.1: Horner-Wadsworth-Emmons olefination / 5.2: Horner-Wadsworth-Emmons olefination / 8.1: Swern oxidation / 8.2: Swern oxidation / 9.1: Wittig reaction / 9.2: Wittig reaction;
DOI:10.1021/jo200289f
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium tert-butylate; dimethyl sulfoxide / tetrahydrofuran / -40 °C
2.1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C
3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 - -10 °C
3.2: -78 - 20 °C
4.1: sodium hydride / diethyl ether; mineral oil / 0 °C
4.2: 0 °C
5.1: diisobutylaluminium hydride / diethyl ether / 0 °C
6.1: naphthalene; lithium; zinc(II) chloride / tetrahydrofuran; methanol / 50 °C
7.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 - -10 °C
7.2: -78 - 20 °C
8.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 20 °C
8.2: 2 h / 0 °C
With
oxalyl dichloride; naphthalene; potassium tert-butylate; lithium; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; zinc(II) chloride;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; mineral oil;
3.1: Swern oxidation / 3.2: Swern oxidation / 4.1: Horner-Wadsworth-Emmons olefination / 4.2: Horner-Wadsworth-Emmons olefination / 7.1: Swern oxidation / 7.2: Swern oxidation / 8.1: Wittig reaction / 8.2: Wittig reaction;
DOI:10.1021/jo200289f