Technology Process of (S)-N-{5-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]pentyl}-2-(tritylthio)propanamide
There total 11 articles about (S)-N-{5-[(5-methyl-3-phenylisoxazol-4-yl)methoxy]pentyl}-2-(tritylthio)propanamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: N-chloro-succinimide; aluminum oxide / 40 °C / Microwave irradiation
2: triethylamine / tetrahydrofuran / 1 h / 70 °C / Microwave irradiation
3: water; sodium hydroxide / methanol / 4 h / 60 °C
4: borane-THF / tetrahydrofuran / 0 - 20 °C
5: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
6: sodium hydride / N,N-dimethyl-formamide / -20 - 20 °C
7: trifluoroacetic acid / dichloromethane / 4 h / 20 °C
8: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 h / 20 °C
9: Resolution of racemate
With
1H-imidazole; aluminum oxide; N-chloro-succinimide; borane-THF; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; iodine; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
5: Appel reaction;
DOI:10.1002/cmdc.201100522
- Guidance literature:
-
Multi-step reaction with 2 steps
1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 h / 20 °C
2: Resolution of racemate
With
benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
DOI:10.1002/cmdc.201100522
- Guidance literature:
-
Multi-step reaction with 4 steps
1: sodium hydride / N,N-dimethyl-formamide / -20 - 20 °C
2: trifluoroacetic acid / dichloromethane / 4 h / 20 °C
3: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 h / 20 °C
4: Resolution of racemate
With
benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201100522