Technology Process of methyl [20,20-2H2]-20-(tert-butyldiphenylsilyloxy)eicosa-5(Z),8(Z),11(Z),14(Z)-tetraenoate
There total 6 articles about methyl [20,20-2H2]-20-(tert-butyldiphenylsilyloxy)eicosa-5(Z),8(Z),11(Z),14(Z)-tetraenoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-(tert-butyldiphenylsilyloxy)-1,1-[2H2]-pent-4-ene;
With
9-borabicyclo[3.3.1]nonane dimer;
In
tetrahydrofuran;
for 2h;
methyl 15-bromopentadeca-5(Z),8(Z),11(Z),14(Z)-tetraenoate;
With
triphenyl-arsane;
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;
In
tetrahydrofuran; N,N-dimethyl-formamide;
at 20 ℃;
DOI:10.1002/jlcr.1039
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 94 percent / lead tetraacetate / CH2Cl2 / 0.5 h / cooling
2.1: 80 percent / triphenylphosphine / CH2Cl2 / 2 h
3.1: 77 percent / tributyltin hydride / tetrakis(triphenylphosphine)palladium(0) / benzene
4.1: 9-BBN / tetrahydrofuran / 2 h
4.2: CsCO3; AsPh3 / [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) chloride / tetrahydrofuran; dimethylformamide / 20 °C
With
lead(IV) acetate; 9-borabicyclo[3.3.1]nonane dimer; tri-n-butyl-tin hydride; triphenylphosphine;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; dichloromethane; benzene;
2.1: Corey-Fuchs olefination / 4.2: Suzuki cross-coupling;
DOI:10.1002/jlcr.1039
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 80 percent / triphenylphosphine / CH2Cl2 / 2 h
2.1: 77 percent / tributyltin hydride / tetrakis(triphenylphosphine)palladium(0) / benzene
3.1: 9-BBN / tetrahydrofuran / 2 h
3.2: CsCO3; AsPh3 / [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) chloride / tetrahydrofuran; dimethylformamide / 20 °C
With
9-borabicyclo[3.3.1]nonane dimer; tri-n-butyl-tin hydride; triphenylphosphine;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; dichloromethane; benzene;
1.1: Corey-Fuchs olefination / 3.2: Suzuki cross-coupling;
DOI:10.1002/jlcr.1039