Technology Process of (2S,3S)-methyl 2-(benzyloxycarbonylamino)-3-hydroxy-4,4-dimethylpentanoate
There total 3 articles about (2S,3S)-methyl 2-(benzyloxycarbonylamino)-3-hydroxy-4,4-dimethylpentanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dichloro(benzene)ruthenium(II) dimer; sodium formate; tetra-(n-butyl)ammonium iodide; triethylamine; (1S,2S)-2-(benzylamino)-1,2-diphenylethanol;
In
dichloromethane; water;
at -5 - 0 ℃;
pH=7;
optical yield given as %ee;
enantioselective reaction;
Sonication;
DOI:10.1002/chem.201103739
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / 1.5 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
2.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hexamethyldisilazane / tetrahydrofuran; hexane / 2.5 h / -78 °C / Inert atmosphere
3.1: dichloro(benzene)ruthenium(II) dimer; sodium formate; tetra-(n-butyl)ammonium iodide; triethylamine; (1S,2S)-2-(benzylamino)-1,2-diphenylethanol / dichloromethane; water / -5 - 0 °C / pH 7 / Sonication
With
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; dichloro(benzene)ruthenium(II) dimer; sodium formate; tetra-(n-butyl)ammonium iodide; triethylamine; lithium hexamethyldisilazane; (1S,2S)-2-(benzylamino)-1,2-diphenylethanol;
In
tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1002/chem.201103739
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: thionyl chloride / 3.5 h / 60 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / 1.5 h / -78 °C / Inert atmosphere
2.2: -78 - 20 °C / Inert atmosphere
3.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hexamethyldisilazane / tetrahydrofuran; hexane / 2.5 h / -78 °C / Inert atmosphere
4.1: dichloro(benzene)ruthenium(II) dimer; sodium formate; tetra-(n-butyl)ammonium iodide; triethylamine; (1S,2S)-2-(benzylamino)-1,2-diphenylethanol / dichloromethane; water / -5 - 0 °C / pH 7 / Sonication
With
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; dichloro(benzene)ruthenium(II) dimer; thionyl chloride; sodium formate; tetra-(n-butyl)ammonium iodide; triethylamine; lithium hexamethyldisilazane; (1S,2S)-2-(benzylamino)-1,2-diphenylethanol;
In
tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1002/chem.201103739
