Technology Process of 7,8-bis-benzyloxy-1-oxo-6-[3-(1,4,5,6,8-pentamethoxy-3-triethylsilanyloxy-naphthalen-2-ylmethyl)-4,5-dihydro-isoxazol-5-yl]-1H-isochromene-3-carboxylic acid methyl ester
There total 17 articles about 7,8-bis-benzyloxy-1-oxo-6-[3-(1,4,5,6,8-pentamethoxy-3-triethylsilanyloxy-naphthalen-2-ylmethyl)-4,5-dihydro-isoxazol-5-yl]-1H-isochromene-3-carboxylic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
phenyl isocyanate; triethylamine;
In
benzene;
at 20 ℃;
for 48h;
DOI:10.1021/ol061112j
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: BBr3 / CH2Cl2 / 2 h / -78 - 20 °C
2.1: 1.31 g / K2CO3 / dimethylformamide / 20 °C
3.1: 95 percent / TMEDA / toluene / 48 h / 20 °C
4.1: TsOH / toluene / 20 h / Heating
4.2: 88 percent / K2CO3 / dimethylformamide / 5 h / 20 °C
5.1: 79 percent / phenyl isocyanate; triethylamine / benzene / 48 h / 20 °C
With
N,N,N,N,-tetramethylethylenediamine; boron tribromide; potassium carbonate; phenyl isocyanate; toluene-4-sulfonic acid; triethylamine;
In
dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ol061112j
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 100 percent / imidazole / dimethylformamide / 20 °C
2: 88 percent / DDQ / CH2Cl2; H2O / 1 h / 20 °C
3: 93 percent / NH4OAc / 0.75 h / Heating
4: 100 percent / sodium borohydride; silica gel / CHCl3; propan-2-ol / 1.5 h / 20 °C
5: 95 percent / aq. HCl / methanol / 0.5 h / 20 °C
6: 96 percent / Dess-Martin periodinane / CH2Cl2 / 0.75 h / 20 °C
7: B(OH)3; H2O2; H2SO4 / tetrahydrofuran; H2O / 9 h / 20 °C
8: 196 mg / imidazole / CH2Cl2; dimethylformamide / 1 h / 20 °C
9: 79 percent / phenyl isocyanate; triethylamine / benzene / 48 h / 20 °C
With
1H-imidazole; hydrogenchloride; sodium tetrahydroborate; sulfuric acid; ammonium acetate; dihydrogen peroxide; boric acid; silica gel; Dess-Martin periodane; phenyl isocyanate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; isopropyl alcohol; benzene;
3: Henry condensation / 7: Dakin oxidation;
DOI:10.1021/ol061112j