Sodium Sulfide → HCID 10989032, compound

10.1 g (0.024 mol) of methanesulfonic acid {(4R)-(2,2-dimethyl[1,3]dioxolan-4-yl)}-{(4S,5S)-(5-methanesulfonyloxymethyl-2,2-dimethyl[1,3]dioxolan-4-yl)}-(S)methyl ester from the aforementioned Experimental Example 3 were dissolved in 260 mL of N,N-dimethylformamide, and 8.9 g (0.036 mol) of sodium sulfide were added. The reaction mixture was reacted at 100° C. for 3 h. The reaction mixture was concentrated under reduced pressure, and water was added to the concentrate, which was then extracted with ethyl acetate. The organic layer was dried and filtered, and the filtrate was concentrated under reduced pressure. The concentrate was purified by silica gel column chromatography using the eluant (hexane:ethyl acetate=5:1) to obtain 5.9 g (yield: 94%) of (3aS,4R,6aR)-4-((4R)-2,2-dimethyl[1,3]dioxolan-4-yl)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxole as an oil.

1. customThe reaction mixture was reacted at 100° C. for 3 h
2. concentrationThe reaction mixture was concentrated under reduced pressure, and water
3. additionwas added to the concentrate, which
4. extractionwas then extracted with ethyl acetate
5. customThe organic layer was dried
6. filtrationfiltered
7. concentrationthe filtrate was concentrated under reduced pressure
8. customThe concentrate was purified by silica gel column chromatography

ORD record

ord-8c40118bbd73436f8c5b17b297465629

Source dataset

uspto-grants-2007_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07199127B2