Technology Process of (7R,3E,5E)-4-(3-(4-methoxybenzyloxy)propyl)-7-hydroxy-5-(2-(triisopropylsilyloxy)ethyl)-8-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)octa-3,5-dien-2-one
There total 10 articles about (7R,3E,5E)-4-(3-(4-methoxybenzyloxy)propyl)-7-hydroxy-5-(2-(triisopropylsilyloxy)ethyl)-8-((1S,2R,6R)-2-(methoxymethoxy)-4-methyl-6-(prop-1-en-2-yl)cyclohex-3-enyl)octa-3,5-dien-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
7-(4-methoxybenzyloxy)hept-3-yn-2-ol;
With
tri-n-butyl-tin hydride;
In
tetrahydrofuran;
at 0 - 20 ℃;
With
sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at -40 - -10 ℃;
for 0.666667h;
C27H49IO4Si;
With
copper(l) chloride;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one;
at 20 ℃;
for 3h;
Further stages.;
DOI:10.1021/jo070165r
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 98 percent / sulfur trioxide-pyridine complex; ethyldiisopropylamine; DMSO / CH2Cl2 / 0.67 h / -30 - -15 °C
2.1: 78 percent / Zn(OTf)2; (+)-N-methylephedrine; triethylamine / toluene / 15 h / 20 °C
3.1: tributyltin hydride / dichlorobis[tri(o-tolyl)phosphine]palladium / tetrahydrofuran / 0 - 20 °C
3.2: iodine / diethyl ether / 0.25 h / 0 °C
4.1: tributyltin hydride / dichlorobis(tris(o-tolyl)phosphine)palladium / tetrahydrofuran / 0 - 20 °C
4.2: DMSO; sulfur trioxide-pyridine complex; ethyldiisopropylamine / CH2Cl2 / 0.67 h / -40 - -10 °C
4.3: 358 mg / copper(I) chloride / tetrakis(triphenylphosphine)palladium(0) / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 3 h / 20 °C
With
tri-n-butyl-tin hydride; sulfur trioxide pyridine complex; zinc trifluoromethanesulfonate; (+)-N-methylephedrine; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine;
dichlorobis(tri-O-tolylphosphine)palladium;
In
tetrahydrofuran; dichloromethane; toluene;
1.1: Parikh-Doering oxidation / 4.2: Parikh-Doering oxidation;
DOI:10.1021/jo070165r
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 78 percent / Zn(OTf)2; (+)-N-methylephedrine; triethylamine / toluene / 15 h / 20 °C
2.1: tributyltin hydride / dichlorobis[tri(o-tolyl)phosphine]palladium / tetrahydrofuran / 0 - 20 °C
2.2: iodine / diethyl ether / 0.25 h / 0 °C
3.1: tributyltin hydride / dichlorobis(tris(o-tolyl)phosphine)palladium / tetrahydrofuran / 0 - 20 °C
3.2: DMSO; sulfur trioxide-pyridine complex; ethyldiisopropylamine / CH2Cl2 / 0.67 h / -40 - -10 °C
3.3: 358 mg / copper(I) chloride / tetrakis(triphenylphosphine)palladium(0) / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 3 h / 20 °C
With
tri-n-butyl-tin hydride; zinc trifluoromethanesulfonate; (+)-N-methylephedrine; triethylamine;
dichlorobis(tri-O-tolylphosphine)palladium;
In
tetrahydrofuran; toluene;
3.2: Parikh-Doering oxidation;
DOI:10.1021/jo070165r
