Technology Process of 5(S)-[1(S)-[(tert-butyldimethylsilyl)oxy]-2-phenylethyl]dihydrofuran-2(3H)-one
There total 8 articles about 5(S)-[1(S)-[(tert-butyldimethylsilyl)oxy]-2-phenylethyl]dihydrofuran-2(3H)-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: NaH / tetrahydrofuran / 168 h
2.1: 16.3 g / LiAlH4 / tetrahydrofuran / 60 h
3.1: dimethyl sulfoxide; oxalyl chloride; Et3N / CH2Cl2 / 0.83 h / -78 °C
4.1: 4.82 g / diethyl ether / 1.25 h / -78 °C
5.1: O3 / methanol / -78 °C
5.2: Me2S / methanol / 4 h / -78 - 25 °C
6.1: 390 mg / Jones' reagent / acetone / 0.25 h / 0 - 20 °C
7.1: 84 percent / H2 / Pd(OH)2/C / ethanol / 48 h
8.1: 87 percent / 2,6-lutidine / CH2Cl2 / 0.75 h / 0 - 25 °C
With
2,6-dimethylpyridine; lithium aluminium tetrahydride; jones' reagent; oxalyl dichloride; hydrogen; sodium hydride; ozone; dimethyl sulfoxide; triethylamine;
palladium dihydroxide;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; acetone;
1.1: Alkylation / 2.1: Reduction / 3.1: Swern oxidation / 4.1: Grignard reaction / 5.1: ozonation / 5.2: Reduction / 6.1: Oxidation / 7.1: Hydrogenolysis / 8.1: silylation;
DOI:10.1016/S0968-0896(98)80011-4
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 4.82 g / diethyl ether / 1.25 h / -78 °C
2.1: O3 / methanol / -78 °C
2.2: Me2S / methanol / 4 h / -78 - 25 °C
3.1: 390 mg / Jones' reagent / acetone / 0.25 h / 0 - 20 °C
4.1: 84 percent / H2 / Pd(OH)2/C / ethanol / 48 h
5.1: 87 percent / 2,6-lutidine / CH2Cl2 / 0.75 h / 0 - 25 °C
With
2,6-dimethylpyridine; jones' reagent; hydrogen; ozone;
palladium dihydroxide;
In
methanol; diethyl ether; ethanol; dichloromethane; acetone;
1.1: Grignard reaction / 2.1: ozonation / 2.2: Reduction / 3.1: Oxidation / 4.1: Hydrogenolysis / 5.1: silylation;
DOI:10.1016/S0968-0896(98)80011-4
