Technology Process of 4-Benzyloxy-2-methoxy-6-methyl-benzoic acid (R)-3-((E)-3-hydroxy-propenyl)-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-7-yl ester
There total 14 articles about 4-Benzyloxy-2-methoxy-6-methyl-benzoic acid (R)-3-((E)-3-hydroxy-propenyl)-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-7-yl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
boron trifluoride diethyl etherate; diisobutylaluminium hydride;
In
hexane; dichloromethane;
at -78 ℃;
for 0.5h;
DOI:10.1021/ol062233m
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 88 percent / K2CO3*1.5H2O / acetone / 24 h / Heating
2: 95 percent / K2CO3 / acetone / Heating
3: 100 percent / KOH / ethanol; H2O / Heating
4: oxalyl chloride; DMF / CH2Cl2 / 0 - 20 °C
5: 136 mg / 4-dimethylaminopyridine; iPr2NEt / CH2Cl2 / 20 °C
6: 76 percent / Hoveyda-Grubbs 2-nd generation catalyst / CH2Cl2 / Heating
7: 66 percent / BF3*OEt2; DIBAL-H / CH2Cl2; hexane / 0.5 h / -78 °C
With
dmap; potassium hydroxide; oxalyl dichloride; boron trifluoride diethyl etherate; diisobutylaluminium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide;
Hoveyda-Grubbs catalyst second generation;
In
ethanol; hexane; dichloromethane; water; acetone;
DOI:10.1021/ol062233m
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 86 percent / CuI; Et3N / Pd(PPh3)4 / tetrahydrofuran / 20 °C
2: [(-)-sparteine]2Cu2O2 complex; diisopropylethylamine; 4-dimethylaminopyridine / CH2Cl2 / 30 h / -10 °C
3: 77 percent / CuI; diisopropylethylamine / CH2Cl2 / 1 h / 20 °C
4: 136 mg / 4-dimethylaminopyridine; iPr2NEt / CH2Cl2 / 20 °C
5: 76 percent / Hoveyda-Grubbs 2-nd generation catalyst / CH2Cl2 / Heating
6: 66 percent / BF3*OEt2; DIBAL-H / CH2Cl2; hexane / 0.5 h / -78 °C
With
dmap; copper(l) iodide; [(-)-sparteine]2Cu2O2; boron trifluoride diethyl etherate; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine;
tetrakis(triphenylphosphine) palladium(0); Hoveyda-Grubbs catalyst second generation;
In
tetrahydrofuran; hexane; dichloromethane;
1: Sonogashira coupling;
DOI:10.1021/ol062233m
