Technology Process of 4-Nitro-benzoic acid (S)-3-((4R,5S)-5-decyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-((2S,5S,2'R)-5'-oxo-octahydro-[2,2']bifuranyl-5-yl)-propyl ester
There total 23 articles about 4-Nitro-benzoic acid (S)-3-((4R,5S)-5-decyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-((2S,5S,2'R)-5'-oxo-octahydro-[2,2']bifuranyl-5-yl)-propyl ester which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: AD-mix-α, methanesulfonamide / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
2: 1.) aq. KOH, 2.) aq. HCl / 1.) MeOH
3: TsOH / CH2Cl2 / 1 h
4: imidazole / dimethylformamide / 16 h / Ambient temperature
5: H2 / Pd/C (10percent) / methanol; propionic acid / 24 h
6: PCC, celite / CH2Cl2 / 2 h
7: 1.) KN(SiMe3)2 / 1.) -78 deg C, 2 h, 2.) THF-HMPA, -78 deg C -> r.t., 16 h
8: Bu4NF / dimethylformamide / 2 h / Ambient temperature
9: 1.) Re2O7, lutidine, 2.) TsOH / 1.) CH2Cl2, 4 h, 2.) dimethoxypropane, acetone, 1 h
10: PPH3, DEAD / benzene / 16 h
With
1H-imidazole; hydrogenchloride; potassium hydroxide; AD-mix-α; methanesulfonamide; Celite; lutidine; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; toluene-4-sulfonic acid; rhenium(VII) oxide; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate;
palladium on activated charcoal;
In
methanol; dichloromethane; water; propionic acid; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1021/jo961286m
- Guidance literature:
-
Multi-step reaction with 7 steps
1: imidazole / dimethylformamide / 16 h / Ambient temperature
2: H2 / Pd/C (10percent) / methanol; propionic acid / 24 h
3: PCC, celite / CH2Cl2 / 2 h
4: 1.) KN(SiMe3)2 / 1.) -78 deg C, 2 h, 2.) THF-HMPA, -78 deg C -> r.t., 16 h
5: Bu4NF / dimethylformamide / 2 h / Ambient temperature
6: 1.) Re2O7, lutidine, 2.) TsOH / 1.) CH2Cl2, 4 h, 2.) dimethoxypropane, acetone, 1 h
7: PPH3, DEAD / benzene / 16 h
With
1H-imidazole; Celite; lutidine; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; toluene-4-sulfonic acid; rhenium(VII) oxide; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate;
palladium on activated charcoal;
In
methanol; dichloromethane; propionic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo961286m
- Guidance literature:
-
Multi-step reaction with 10 steps
1: PPh3, DEAD / benzene / 16 h
2: 1.) aq. KOH, 2.) aq. HCl / 1.) EtOH, 16 h
3: TsOH / CH2Cl2 / 1 h
4: imidazole / dimethylformamide / 16 h / Ambient temperature
5: H2 / Pd/C (10percent) / methanol; propionic acid / 24 h
6: PCC, celite / CH2Cl2 / 2 h
7: 1.) KN(SiMe3)2 / 1.) -78 deg C, 2 h, 2.) THF-HMPA, -78 deg C -> r.t., 16 h
8: Bu4NF / dimethylformamide / 2 h / Ambient temperature
9: 1.) Re2O7, lutidine, 2.) TsOH / 1.) CH2Cl2, 4 h, 2.) dimethoxypropane, acetone, 1 h
10: PPH3, DEAD / benzene / 16 h
With
1H-imidazole; hydrogenchloride; potassium hydroxide; Celite; lutidine; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; toluene-4-sulfonic acid; rhenium(VII) oxide; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate;
palladium on activated charcoal;
In
methanol; dichloromethane; propionic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo961286m
