Technology Process of (1R,3R,4R)-1,4-dihydroxy-5-(3-hydroxyphenyl)cyclohex-5-ene-1,3-carbolactone
There total 6 articles about (1R,3R,4R)-1,4-dihydroxy-5-(3-hydroxyphenyl)cyclohex-5-ene-1,3-carbolactone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 0.5h;
DOI:10.1021/jm0501836
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 99 percent / H2 / Pd(OH)2/C / methanol / 48 h / 20 °C
2.1: 95 percent / pyridinium dichromate; 4 Angstroem molecular sieves / CH2Cl2 / 5 h / 20 °C
3.1: potassium bis(trimethylsilyl)amide / dimethylformamide; toluene / 1 h / -78 °C
3.2: 80 percent / dimethylformamide; toluene / 15 h / -78 - 20 °C
4.1: 90 percent / (dba)3Pd2*CHCl3; Et3N / tetrahydrofuran; CH2Cl2 / -78 - 20 °C
5.1: 60 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 0 - 20 °C
With
tris(dibenzylideneacetone)dipalladium(0) chloroform complex; dipyridinium dichromate; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; triethylamine;
palladium dihydroxide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
4.1: Suzuki cross-coupling;
DOI:10.1021/jm0501836
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 97 percent / pyridine / CH2Cl2 / 12 h / 20 °C
2.1: 99 percent / H2 / Pd(OH)2/C / methanol / 48 h / 20 °C
3.1: 95 percent / pyridinium dichromate; 4 Angstroem molecular sieves / CH2Cl2 / 5 h / 20 °C
4.1: potassium bis(trimethylsilyl)amide / dimethylformamide; toluene / 1 h / -78 °C
4.2: 80 percent / dimethylformamide; toluene / 15 h / -78 - 20 °C
5.1: 90 percent / (dba)3Pd2*CHCl3; Et3N / tetrahydrofuran; CH2Cl2 / -78 - 20 °C
6.1: 60 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 0 - 20 °C
With
pyridine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; dipyridinium dichromate; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; triethylamine;
palladium dihydroxide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
5.1: Suzuki cross-coupling;
DOI:10.1021/jm0501836
