Technology Process of (3R,4R,5R)-4-hydroxy-5-[4-(trifluoromethyl)phenyl]-3-methyldihydrofuran-2(3H)-one
There total 5 articles about (3R,4R,5R)-4-hydroxy-5-[4-(trifluoromethyl)phenyl]-3-methyldihydrofuran-2(3H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(4R,5R)-4-hydroxy-5-[4-(trifluoromethyl)phenyl]dihydrofuran-2(3H)-one;
With
n-butyllithium; diisopropylamine;
In
tetrahydrofuran; hexane;
at -78 ℃;
methyl iodide;
In
tetrahydrofuran; hexane;
at -90 - -78 ℃;
for 72h;
DOI:10.3762/bjoc.8.231
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: acetic acid; piperidine / dimethyl sulfoxide / 65 °C
1.2: 2 h / 65 °C
2.1: thionyl chloride / 0 - 20 °C
3.1: methanesulfonamide; potassium hexacyanoferrate(III); potassium osmate(VI) dihydrate; water; 1,4-bis(9-O-dihydroquinidine)phthalazine / tert-butyl alcohol / 42 h / 0 °C
4.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / -78 °C
4.2: 72 h / -90 - -78 °C
With
piperidine; potassium osmate(VI) dihydrate; n-butyllithium; thionyl chloride; methanesulfonamide; water; acetic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; diisopropylamine; potassium hexacyanoferrate(III);
In
tetrahydrofuran; hexane; dimethyl sulfoxide; tert-butyl alcohol;
1.2: |Knoevenagel Condensation;
DOI:10.3762/bjoc.8.231
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: diisobutylaluminium hydride / dichloromethane / 4.5 h / -78 °C
2.1: acetic acid; piperidine / dimethyl sulfoxide / 65 °C
2.2: 2 h / 65 °C
3.1: thionyl chloride / 0 - 20 °C
4.1: methanesulfonamide; potassium hexacyanoferrate(III); potassium osmate(VI) dihydrate; water; 1,4-bis(9-O-dihydroquinidine)phthalazine / tert-butyl alcohol / 42 h / 0 °C
5.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / -78 °C
5.2: 72 h / -90 - -78 °C
With
piperidine; potassium osmate(VI) dihydrate; n-butyllithium; thionyl chloride; methanesulfonamide; water; diisobutylaluminium hydride; acetic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; diisopropylamine; potassium hexacyanoferrate(III);
In
tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; tert-butyl alcohol;
2.2: |Knoevenagel Condensation;
DOI:10.3762/bjoc.8.231
![(4R,5R)-4-hydroxy-5-[4-(trifluoromethyl)phenyl]dihydrofuran-2(3H)-one](/Databaselist/images/loading.webp)
