Process for preparing optically active [S]-2-acetyl-7-(2-hydroxy

Details Process for preparing optically active [S]-2-acetyl-7-(2-hydroxy Process for preparing optically active [S]-2-acetyl-7-(2-hydroxy

1983-03-16

1985-05-07

Jiles, Henry R.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D30786

Patent

active

045159777

ABSTRACT:
[S]-(+)-2-acetyl-7-(2,3-epoxypropoxy)benzofuran (SEBF) is prepared by subjecting 2-acetyl-7-hydroxybenzofuran and [R]-glycidol to dehydration condensation in an inert organic solvent in the presence of triphenylphosphine and a dialkyl azodicarboxylate. The [S]-(+)-2-acetyl-7-(2,3-epoxypropoxy)benzofuran can be easily converted into [S]-2-acetyl-7-(2-hydroxy-3-isopropylaminopropoxy)benzofuran ([S]-befunolol) or salts thereof which are useful as a .beta.-adrenergic blocking agent, by reacting it with isopropylamine.

REFERENCES:
Nakano et al., Heterocycles, vol. 20, pp. 1975-1978, (1983).
Bittner et al., Chemistry and Industry, p. 281, (1975).

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