Technology Process of 2-[(4R,5S)-2,2-Dimethyl-5-(2,6,6-trimethyl-5-oxo-cyclohex-1-enyl)-[1,3]dioxolan-4-yl]-benzaldehyde
There total 12 articles about 2-[(4R,5S)-2,2-Dimethyl-5-(2,6,6-trimethyl-5-oxo-cyclohex-1-enyl)-[1,3]dioxolan-4-yl]-benzaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
calcium carbonate; mercury dichloride;
In
water; acetonitrile;
for 13h;
Ambient temperature;
DOI:10.1021/jo9519367
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 1.) PdCl2, PPh3, CuI, Et2NH, 2.) imidazole / 1.) 25 deg C
2: 1.) NaOH, 2.) H2, quinoline / Lindlar cat. / 1.) benzene, reflux
3: (DHQD)2-PHAL, K2OsO2(OH)4, K3Fe(CN)6, K2CO3 / H2O; 2-methyl-propan-2-ol
4: 1.) py, 2.) PPTS
5: 1.) LiAlH4, 2.) (COCl)2, Et3N / 2.) DMSO, CH2Cl2, -78 deg C
6: tetrahydrofuran / -78 °C
7: PPTS
8: TBAF / tetrahydrofuran
9: MnO2
10: HgCl2, CaCO3 / H2O; acetonitrile
With
pyridine; 1H-imidazole; quinoline; manganese(IV) oxide; sodium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; oxalyl dichloride; potassium dioxotetrahydroxoosmate(VI); tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; diethylamine; triethylamine; triphenylphosphine; calcium carbonate; mercury dichloride; palladium dichloride; potassium hexacyanoferrate(III);
Lindlar catalyst;
In
tetrahydrofuran; water; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)73292-8
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 1.) NaOH, 2.) H2, quinoline / Lindlar cat. / 1.) benzene, reflux
2: (DHQD)2-PHAL, K2OsO2(OH)4, K3Fe(CN)6, K2CO3 / H2O; 2-methyl-propan-2-ol
3: 1.) py, 2.) PPTS
4: 1.) LiAlH4, 2.) (COCl)2, Et3N / 2.) DMSO, CH2Cl2, -78 deg C
5: tetrahydrofuran / -78 °C
6: PPTS
7: TBAF / tetrahydrofuran
8: MnO2
9: HgCl2, CaCO3 / H2O; acetonitrile
With
pyridine; quinoline; manganese(IV) oxide; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; potassium dioxotetrahydroxoosmate(VI); tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; calcium carbonate; mercury dichloride; potassium hexacyanoferrate(III);
Lindlar catalyst;
In
tetrahydrofuran; water; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)73292-8