Technology Process of (5E,7Z)-(2R,4S)-2-[2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-3-methyl-phenyl]-4-methyl-nona-5,7-dienal
There total 20 articles about (5E,7Z)-(2R,4S)-2-[2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-3-methyl-phenyl]-4-methyl-nona-5,7-dienal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
at -78 - 20 ℃;
DOI:10.1021/ja034397t
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: aq. CAN / acetonitrile / 1 h / 20 °C
2.1: imidazole / dimethylformamide / 20 h / 20 °C
3.1: NBS / acetonitrile / 6 h / 20 °C
4.1: 71 percent / PdCl2[P(o-tolyl)3]2; zinc bromide / dimethylformamide / 24 h / 80 °C
5.1: sodium bis(trimethylsilyl)amide; hexamethylphosphoramide / tetrahydrofuran / 1 h / -78 °C
5.2: 86 percent / tetrahydrofuran / 4 h / -40 °C
6.1: LiBH4; H2O / diethyl ether / 2 h / 0 °C
7.1: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
With
1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; lithium borohydride; oxalyl dichloride; dichlorobis(tri-O-tolylphosphine)palladium; ammonium cerium(IV) nitrate; water; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; zinc dibromide;
In
tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
4.1: Negishi-Reformatsky coupling / 7.1: Swern oxidation;
DOI:10.1021/ja034397t
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: MCPBA / CH2Cl2 / 5 h / 20 °C
2.1: aq. NaOH / methanol / 4 h / 20 °C
3.1: aq. CAN / acetonitrile / 1 h / 20 °C
4.1: imidazole / dimethylformamide / 20 h / 20 °C
5.1: NBS / acetonitrile / 6 h / 20 °C
6.1: 71 percent / PdCl2[P(o-tolyl)3]2; zinc bromide / dimethylformamide / 24 h / 80 °C
7.1: sodium bis(trimethylsilyl)amide; hexamethylphosphoramide / tetrahydrofuran / 1 h / -78 °C
7.2: 86 percent / tetrahydrofuran / 4 h / -40 °C
8.1: LiBH4; H2O / diethyl ether / 2 h / 0 °C
9.1: (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
With
1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; N-Bromosuccinimide; lithium borohydride; oxalyl dichloride; dichlorobis(tri-O-tolylphosphine)palladium; ammonium cerium(IV) nitrate; water; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc dibromide;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
6.1: Negishi-Reformatsky coupling / 9.1: Swern oxidation;
DOI:10.1021/ja034397t
![(5E,7Z)-(2R,4S)-2-[2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-3-methyl-phenyl]-4-methyl-nona-5,7-dien-1-ol](/Databaselist/images/loading.webp)
