Process for preparing the R- and S-isomers of 2-hydroxy-methyl-2

Details Process for preparing the R- and S-isomers of 2-hydroxy-methyl-2 Process for preparing the R- and S-isomers of 2-hydroxy-methyl-2

1992-04-02

1993-05-04

Evans, Joseph E.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549529, 549554, C07D30706, C07D30314, C07D30318, C07D30112

Patent

active

052083527

ABSTRACT:
An improved process for preparing the R- and S-isomers of 2-hydroxymethyl-2-octadecyloxymethyl-tetrahydrofuran, a critical step of which involves the preparation of the R- and S-isomers of 2-[3-(1-methoxy-1-methylethoxy)]propyl-oxiranemethanol employing metal-catalyzed Sharpless epoxidation. In addition, the invention relates to the use of the R- and S-isomers of 2-hydroxymethyl-2-octadecyloxymethyl-tetrahydrofuran in preparing stereoisomers of pharmacologically active compounds, and to the R- and S-isomers of 2-[3-(1-methoxy-1-methylethoxy)]-propyl-oxiranemethanol as novel compounds.

REFERENCES:
patent: 4673672 (1987-06-01), Houlihan et al.
Tetrahedron Letters, No. 31, pp. 2741-2744 (1978).
Chemistry Letters, pp. 1717-1720 (1988).
Tetrahedron Letters, vol. 31, No. 4, pp. 445-448 (1990).
Tetrahedron:Asymmetry, vol. 1, No. 7, pp. 421-424 (1990).

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