Technology Process of 8-Benzyloxymethyl-6,8-dimethyl-7-[(1E,3Z)-3-methyl-6-(2-methyl-[1,3]dioxolan-2-yl)-hexa-1,3-dienyl]-1,4-dioxa-spiro[4.5]dec-6-ene
There total 6 articles about 8-Benzyloxymethyl-6,8-dimethyl-7-[(1E,3Z)-3-methyl-6-(2-methyl-[1,3]dioxolan-2-yl)-hexa-1,3-dienyl]-1,4-dioxa-spiro[4.5]dec-6-ene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 91 percent / 1.) LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C
2: 88 percent / 1.) LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C
3: 1.) BuLi; 2.) LiBr; 3.) KF / 1.) -78 deg C, THF, hexane, 30 min; 2.) 1 h, -78 deg C, then 1 h, 0 deg C; 3.) ethanol, r.t., 3 h
4: 94 percent / (CH3O)3CH, p-TsOH / diethyl ether / 48 h / Ambient temperature
5: 1.) HB(Sia)2; 2.) Pd(PPh3)4, NaOEt / 1.) THF, 16 h, r.t.; 2.) benzene, ethanol, 6 h reflux
With
potassium fluoride; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; HB(Sia)2; sodium ethanolate; toluene-4-sulfonic acid; lithium bromide; lithium diisopropyl amide; trimethyl orthoformate;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether;
DOI:10.1246/bcsj.59.2029
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 88 percent / 1.) LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 20 °C
2: 1.) BuLi; 2.) LiBr; 3.) KF / 1.) -78 deg C, THF, hexane, 30 min; 2.) 1 h, -78 deg C, then 1 h, 0 deg C; 3.) ethanol, r.t., 3 h
3: 94 percent / (CH3O)3CH, p-TsOH / diethyl ether / 48 h / Ambient temperature
4: 1.) HB(Sia)2; 2.) Pd(PPh3)4, NaOEt / 1.) THF, 16 h, r.t.; 2.) benzene, ethanol, 6 h reflux
With
potassium fluoride; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; HB(Sia)2; sodium ethanolate; toluene-4-sulfonic acid; lithium bromide; lithium diisopropyl amide; trimethyl orthoformate;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether;
DOI:10.1246/bcsj.59.2029
- Guidance literature:
-
Multi-step reaction with 2 steps
1: (CH3O)3CH, p-TsOH / diethyl ether / Ambient temperature
2: 1.) HB(Sia)2; 2.) Pd(PPh3)4, NaOEt / 1.) THF, 16 h, r.t.; 2.) benzene, ethanol, 6 h reflux
With
tetrakis(triphenylphosphine) palladium(0); HB(Sia)2; sodium ethanolate; toluene-4-sulfonic acid; trimethyl orthoformate;
In
diethyl ether;
DOI:10.1246/bcsj.59.2029
