Technology Process of 4-Amino-2-{4-[(2S,3R)-2,3-bis-(4-hydroxy-phenyl)-pentylsulfanyl]-butyl}-isoindole-1,3-dione
There total 11 articles about 4-Amino-2-{4-[(2S,3R)-2,3-bis-(4-hydroxy-phenyl)-pentylsulfanyl]-butyl}-isoindole-1,3-dione 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 11 steps
1: 99 percent / NaH, EtSH / dimethylformamide / 19 h / 120 °C
2: 89 percent / imidazole / dimethylformamide / 1 h
3: diethyl ether; hexane / 20 h / Ambient temperature
4: 1.) BH3*THF, 2.) H2O, NaOH, H2O2 / 1.) THF, 0 deg C, 4.5 h, 2.) THF, from 45 to 50 deg C, 1 h
5: 76 percent / Ph3P, diisopropyl azodicarboxylate / tetrahydrofuran / 5 h / 0 °C
6: 58 percent / LiAlH4 / diethyl ether / 0.08 h / 0 °C
7: 90 percent / KH / tetrahydrofuran / 1.25 h / -78 - 20 °C
8: 68 percent / LiAlH4 / tetrahydrofuran / 24 h / Ambient temperature
9: acetic acid / Heating
10: TsOH / Heating
11: H2 / Pd/C
With
1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; borane-THF; di-isopropyl azodicarboxylate; water; hydrogen; dihydrogen peroxide; potassium hydride; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; ethanethiol;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; hexane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jm00384a026
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 89 percent / imidazole / dimethylformamide / 1 h
2: diethyl ether; hexane / 20 h / Ambient temperature
3: 1.) BH3*THF, 2.) H2O, NaOH, H2O2 / 1.) THF, 0 deg C, 4.5 h, 2.) THF, from 45 to 50 deg C, 1 h
4: 76 percent / Ph3P, diisopropyl azodicarboxylate / tetrahydrofuran / 5 h / 0 °C
5: 58 percent / LiAlH4 / diethyl ether / 0.08 h / 0 °C
6: 90 percent / KH / tetrahydrofuran / 1.25 h / -78 - 20 °C
7: 68 percent / LiAlH4 / tetrahydrofuran / 24 h / Ambient temperature
8: acetic acid / Heating
9: TsOH / Heating
10: H2 / Pd/C
With
1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; borane-THF; di-isopropyl azodicarboxylate; water; hydrogen; dihydrogen peroxide; potassium hydride; toluene-4-sulfonic acid; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; hexane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jm00384a026
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1.) BH3*THF, 2.) H2O, NaOH, H2O2 / 1.) THF, 0 deg C, 4.5 h, 2.) THF, from 45 to 50 deg C, 1 h
2: 76 percent / Ph3P, diisopropyl azodicarboxylate / tetrahydrofuran / 5 h / 0 °C
3: 58 percent / LiAlH4 / diethyl ether / 0.08 h / 0 °C
4: 90 percent / KH / tetrahydrofuran / 1.25 h / -78 - 20 °C
5: 68 percent / LiAlH4 / tetrahydrofuran / 24 h / Ambient temperature
6: acetic acid / Heating
7: TsOH / Heating
8: H2 / Pd/C
With
sodium hydroxide; lithium aluminium tetrahydride; borane-THF; di-isopropyl azodicarboxylate; water; hydrogen; dihydrogen peroxide; potassium hydride; toluene-4-sulfonic acid; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; acetic acid;
DOI:10.1021/jm00384a026