Reaktionsgleichung
[CH3:1][S:2][CH:3]([S:16][CH3:17])[C:4]1([O:13][C@H:12]([CH2:14][OH:15])[C@@H:10]([OH:11])[C@H:8]([OH:9])[C@H:6]1[OH:7])[OH:5].[CH2:18](O)C1OC(=O)C(O)C(O)C1O.CSC([Li])SC>>[S:2]1[CH2:1][CH2:18][CH2:17][S:16][CH:3]1[C:4]1([O:13][C@H:12]([CH2:14][OH:15])[C@@H:10]([OH:11])[C@H:8]([OH:9])[C@H:6]1[OH:7])[OH:5]Komponenten
Versuchsvorschrift
Process 1", i.e. a process to produce, for example, 1-C-[bis(methylthio)methyl]-D-glucopyranose derivative (2") from D-glucono-δ-lactone derivative (1"), is conducted by allowing the compound (1") to react with bis(methylthio)methyllithium, or a process to produce 1-C-(1,3-dithian-2-yl)-D-glucopyranose (2"), is conducted by allowing the compound (1") to react with 2-lithio-1,3-dithiane. In this reaction, usually 1 to 5 mole equivalents, preferably 2-2.5 mole equivalents, of bis(methylthio)methyllithium or 2-lithio-1,3-dithiane for D-glucono-δ-lactone derivative (1") is used. This reaction is conducted in an appropriate solvent which is inactive to this reaction, such as tetrahydrofuran, 1,4-dioxane, ethyl ether, and hexane, which are used separately or in combination, preferably in an atmosphere of an inert gas such as nitrogen and argon. Reaction temperature is usually -20° C. --78° C., preferably -50° C.--78° C. in the initial stage of the reaction and -20° C.--40° C. in the later stage. Reaction time is appropriately about 1-8 hours.
Quellen und Nachweise
- ORD-Eintrag
- ord-c5e003477e3947beb1e65bd644bc6d76
- Quelldatensatz
- uspto-grants-1991_04
- Patentnummer
- US05004838
Verknüpfte Notizen
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