Technology Process of ethyl (2E,5Z)-6-[[2-[(S)-6-hydroxy]heptyl]-1,3-dioxolan-2-yl]-4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-2,5-hexadienoate
There total 14 articles about ethyl (2E,5Z)-6-[[2-[(S)-6-hydroxy]heptyl]-1,3-dioxolan-2-yl]-4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-2,5-hexadienoate 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:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: AcOH / monomeric (salen)Co(II)
1.2: NaBH4 / ethanol / 4 h / 50 °C
2.1: 92 percent / imidazole / dimethylformamide / 12 h / 25 °C
3.1: n-BuLi / hexane; tetrahydrofuran / 12 h / -40 °C
3.2: 74 percent / tetrahydrofuran; hexane / 0.5 h / -40 °C
4.1: 91 percent / H2; quinoline / Pd/CaCO3 (Pb poisoned) / ethyl acetate / 6 h / 25 °C / 760 Torr
5.1: imidazole / dimethylformamide / 12 h
6.1: 2.20 g / methanol; dimethylformamide / 4 h
With
1H-imidazole; quinoline; n-butyllithium; hydrogen; acetic acid;
Lindlar's catalyst; salcomine;
In
tetrahydrofuran; methanol; hexane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol052948+
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 4.8 g / pyridinium chlorochromate / CH2Cl2 / 12 h / 25 °C
2.1: HC(OMe)3; TsOH*H2O / benzene / 8 h / Heating
3.1: 3.73 g / K2CO3 / methanol / 12 h / 25 °C
4.1: 99 percent / mCPBA / CH2Cl2 / 12 h / 0 °C
5.1: AcOH / monomeric (salen)Co(II)
5.2: NaBH4 / ethanol / 4 h / 50 °C
6.1: 92 percent / imidazole / dimethylformamide / 12 h / 25 °C
7.1: n-BuLi / hexane; tetrahydrofuran / 12 h / -40 °C
7.2: 74 percent / tetrahydrofuran; hexane / 0.5 h / -40 °C
8.1: 91 percent / H2; quinoline / Pd/CaCO3 (Pb poisoned) / ethyl acetate / 6 h / 25 °C / 760 Torr
9.1: imidazole / dimethylformamide / 12 h
10.1: 2.20 g / methanol; dimethylformamide / 4 h
With
1H-imidazole; quinoline; n-butyllithium; hydrogen; potassium carbonate; toluene-4-sulfonic acid; acetic acid; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; trimethyl orthoformate;
Lindlar's catalyst; salcomine;
In
tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol052948+
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 3.73 g / K2CO3 / methanol / 12 h / 25 °C
2.1: 99 percent / mCPBA / CH2Cl2 / 12 h / 0 °C
3.1: AcOH / monomeric (salen)Co(II)
3.2: NaBH4 / ethanol / 4 h / 50 °C
4.1: 92 percent / imidazole / dimethylformamide / 12 h / 25 °C
5.1: n-BuLi / hexane; tetrahydrofuran / 12 h / -40 °C
5.2: 74 percent / tetrahydrofuran; hexane / 0.5 h / -40 °C
6.1: 91 percent / H2; quinoline / Pd/CaCO3 (Pb poisoned) / ethyl acetate / 6 h / 25 °C / 760 Torr
7.1: imidazole / dimethylformamide / 12 h
8.1: 2.20 g / methanol; dimethylformamide / 4 h
With
1H-imidazole; quinoline; n-butyllithium; hydrogen; potassium carbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid;
Lindlar's catalyst; salcomine;
In
tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol052948+
