Technology Process of (5Z,7E)-(3R,4R)-4-(tert-butyldimethylsilanyloxy)-10-(tert-butyldiphenylsilanyloxy)-3-methyldeca-5,7-dien-1-ol
There total 8 articles about (5Z,7E)-(3R,4R)-4-(tert-butyldimethylsilanyloxy)-10-(tert-butyldiphenylsilanyloxy)-3-methyldeca-5,7-dien-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
copper diacetate; silver nitrate; zinc;
In
methanol; water;
for 40h;
DOI:10.1021/ol035900+
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: Cp2Zr(H)Cl / CH2Cl2 / 0.42 h / 20 °C
1.2: 86 percent / I2 / CH2Cl2 / 0.5 h / 20 °C
2.1: 83 percent / triethylamine; CuI / Pd(PPh3)2Cl2 / 3 h
3.1: 80 percent / MnO2 / CH2Cl2 / 12 h
4.1: 4 Angstroem molecular sieves / toluene / 4 h / -78 °C
5.1: imidazole; DMAP / CH2Cl2; dimethylformamide / 12 h
6.1: 9-BBN / tetrahydrofuran / 0 - 20 °C
6.2: 90 percent / H2O2; NaOH / tetrahydrofuran; H2O / 3 h / 0 °C
7.1: 79 percent / Zn; Cu(OAc)2*2H2O; AgNO3 / H2O; methanol / 40 h
With
1H-imidazole; dmap; manganese(IV) oxide; copper(l) iodide; 9-borabicyclo[3.3.1]nonane dimer; Schwartz's reagent; copper diacetate; 4 A molecular sieve; silver nitrate; triethylamine; zinc;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
2.1: Sonogashira coupling;
DOI:10.1021/ol035900+
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 99 percent / imidazole; DMAP / CH2Cl2; dimethylformamide
2.1: Cp2Zr(H)Cl / CH2Cl2 / 0.42 h / 20 °C
2.2: 86 percent / I2 / CH2Cl2 / 0.5 h / 20 °C
3.1: 83 percent / triethylamine; CuI / Pd(PPh3)2Cl2 / 3 h
4.1: 80 percent / MnO2 / CH2Cl2 / 12 h
5.1: 4 Angstroem molecular sieves / toluene / 4 h / -78 °C
6.1: imidazole; DMAP / CH2Cl2; dimethylformamide / 12 h
7.1: 9-BBN / tetrahydrofuran / 0 - 20 °C
7.2: 90 percent / H2O2; NaOH / tetrahydrofuran; H2O / 3 h / 0 °C
8.1: 79 percent / Zn; Cu(OAc)2*2H2O; AgNO3 / H2O; methanol / 40 h
With
1H-imidazole; dmap; manganese(IV) oxide; copper(l) iodide; 9-borabicyclo[3.3.1]nonane dimer; Schwartz's reagent; copper diacetate; 4 A molecular sieve; silver nitrate; triethylamine; zinc;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
3.1: Sonogashira coupling;
DOI:10.1021/ol035900+
