Technology Process of (5S,3''E)-5-[2',5'-bis(methoxymethoxyphenyl)]-3-(4'',8''-dimethylnona-3'',7''-dien-1''-yl)-2(5H)-furanone
There total 12 articles about (5S,3''E)-5-[2',5'-bis(methoxymethoxyphenyl)]-3-(4'',8''-dimethylnona-3'',7''-dien-1''-yl)-2(5H)-furanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
Grubbs catalyst first generation;
In
dichloromethane;
at 20 ℃;
for 8h;
Reagent/catalyst;
DOI:10.1002/ejoc.201301269
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / hexane; diethyl ether / 22 h / 20 °C
1.2: 1 h / -78 - 20 °C
2.1: manganese(IV) oxide / hexane / 6 h / 20 °C
3.1: 2-methyl-but-2-ene; sodium dihydrogenphosphate; sodium chlorite / tert-butyl alcohol; water / 1 h / 20 °C
4.1: N-ethyl-N,N-diisopropylamine; dmap; 2,4,6-trichlorobenzoyl chloride / toluene / 8 h
5.1: Grubbs catalyst first generation / dichloromethane / 8 h / 20 °C
With
Grubbs catalyst first generation; dmap; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; N,N,N,N,-tetramethylethylenediamine; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine;
In
diethyl ether; hexane; dichloromethane; water; toluene; tert-butyl alcohol;
4.1: |Yamaguchi Lactonization;
DOI:10.1002/ejoc.201301269
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: potassium carbonate / acetone / 10 h / 0 - 20 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C
2.2: 1 h / 0 °C
3.1: diisobutylaluminium hydride / dichloromethane; hexane / 1 h / -78 - 0 °C
4.1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 10 h / 0 - 20 °C
5.1: AD-mix β; methanesulfonamide / tert-butyl alcohol; water / 12 h / 0 °C
6.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / -78 °C
7.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / 0 °C
8.1: N-ethyl-N,N-diisopropylamine; dmap; 2,4,6-trichlorobenzoyl chloride / toluene / 8 h
9.1: Grubbs catalyst first generation / dichloromethane / 8 h / 20 °C
With
Grubbs catalyst first generation; dmap; methanesulfonamide; AD-mix β; 2,4,6-trichlorobenzoyl chloride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; hexane; dichloromethane; water; acetone; toluene; mineral oil; tert-butyl alcohol;
2.2: |Horner-Wadsworth-Emmons Olefination / 7.1: |Smiles Aromatic Rearrangement / 8.1: |Yamaguchi Lactonization;
DOI:10.1002/ejoc.201301269
![(1'S,5E)-1'-[2'',5''-bis(methoxymethoxy)phenyl]prop-2-en-1-yl-6,10-dimethyl-2-methylideneundeca-5,9-dienoate](/Databaselist/images/loading.webp)
