Technology Process of (2R,3S)-ethyl 3-Hydroxy-2-{[(4-nitrophenyl)sulfonyl]-oxy}hexanoate
There total 2 articles about (2R,3S)-ethyl 3-Hydroxy-2-{[(4-nitrophenyl)sulfonyl]-oxy}hexanoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
triethylamine;
In
dichloromethane;
at 0 - 23 ℃;
for 24h;
- Guidance literature:
-
Multi-step reaction with 2 steps
1: hydroquinidein 1,4-phthalazinediyl diether; potassium carbonate; potassium hexacyanoferrate(III); potassium osmate(VI) dihydrate; methanesulfonamide / water; tert-butyl alcohol / 168 h / -1 °C
2: triethylamine / dichloromethane / 24 h / 0 - 23 °C
With
potassium osmate(VI) dihydrate; methanesulfonamide; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; triethylamine; potassium hexacyanoferrate(III);
In
dichloromethane; water; tert-butyl alcohol;
- Guidance literature:
-
Multi-step reaction with 8 steps
1: sodium azide / N,N-dimethyl-formamide / 15 h / 23 - 55 °C
2: 10% Pd/C; hydrogen / ethanol / 15 h / 23 °C / Inert atmosphere
3: lithium hydroxide monohydrate / tetrahydrofuran; water / 12 h / 23 °C
4: 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 14 h / 23 °C
5: trifluoroacetic acid / dichloromethane / 1.5 h / 23 °C
6: sodium tris(acetoxy)borohydride / dichloromethane / 16 h / 0 - 23 °C
7: trifluoroacetic acid / dichloromethane / 1.5 h / 23 °C
8: 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 14 h / 23 °C
With
sodium azide; lithium hydroxide monohydrate; 10% Pd/C; hydrogen; sodium tris(acetoxy)borohydride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm3008823
