Technology Process of 2-{5-[2-(tert-butyl-diphenyl-silanyloxy)-pentyl]-dihydro-furan-2-ylidene}-propionic acid tert-butyl ester
There total 12 articles about 2-{5-[2-(tert-butyl-diphenyl-silanyloxy)-pentyl]-dihydro-furan-2-ylidene}-propionic acid tert-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: LDA
2.1: 78 percent / DIBAL-H
3.1: oxalic acid / tetrahydrofuran; H2O
4.1: 97 percent / Me4NBH(OAc)3 / acetic acid
5.1: tBuBr / CHCl3
6.1: Me3OBF4 / CH2Cl2
6.2: K2CO3 / CH2Cl2
7.1: imidazole / dimethylformamide
8.1: EtONa / dimethylformamide
9.1: MgCl2; CH2O / dimethylformamide / Heating
10.1: LDA
11.1: oxalic acid / CH2Cl2
With
1H-imidazole; formaldehyd; t-butyl bromide; sodium ethanolate; trimethoxonium tetrafluoroborate; oxalic acid; diisobutylaluminium hydride; magnesium chloride; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane; chloroform; water; acetic acid; N,N-dimethyl-formamide;
1.1: Substitution / 2.1: Reduction / 3.1: Hydrolysis / 4.1: Reduction / 5.1: Reduction / 6.1: sulfonium formation / 6.2: Elimination / 7.1: Etherification / 8.1: Addition / 9.1: Elimination / 10.1: Metallation / 11.1: Dehydration;
DOI:10.1016/S0040-4039(99)02117-6
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: TMSCl / CH2Cl2
2.1: LDA
3.1: 78 percent / DIBAL-H
4.1: oxalic acid / tetrahydrofuran; H2O
5.1: 97 percent / Me4NBH(OAc)3 / acetic acid
6.1: tBuBr / CHCl3
7.1: Me3OBF4 / CH2Cl2
7.2: K2CO3 / CH2Cl2
8.1: imidazole / dimethylformamide
9.1: EtONa / dimethylformamide
10.1: MgCl2; CH2O / dimethylformamide / Heating
11.1: LDA
12.1: oxalic acid / CH2Cl2
With
1H-imidazole; formaldehyd; chloro-trimethyl-silane; t-butyl bromide; sodium ethanolate; trimethoxonium tetrafluoroborate; oxalic acid; diisobutylaluminium hydride; magnesium chloride; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide;
In
tetrahydrofuran; dichloromethane; chloroform; water; acetic acid; N,N-dimethyl-formamide;
1.1: Etherification / 2.1: Substitution / 3.1: Reduction / 4.1: Hydrolysis / 5.1: Reduction / 6.1: Reduction / 7.1: sulfonium formation / 7.2: Elimination / 8.1: Etherification / 9.1: Addition / 10.1: Elimination / 11.1: Metallation / 12.1: Dehydration;
DOI:10.1016/S0040-4039(99)02117-6