Process for the resolution of (.+-.) 2-[2'-(p-fluorophenyl)-5'-b

Details Process for the resolution of (.+-.) 2-[2'-(p-fluorophenyl)-5'-b Process for the resolution of (.+-.) 2-[2'-(p-fluorophenyl)-5'-b

1985-07-19

1987-10-06

Daus, Donald G.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D26354

Patent

active

046984321

ABSTRACT:
A process for the resolution of (.+-.) 2-[2'-(p-fluorophenyl)-5'-benzoxazolyl]-propionic acid, indicated for brevity as (.+-.)-FBP, by treatment with (-)N-R-glucamine, indicated for brevity as NRG and in which R is an alkyl or cycloalkyl radical, followed by fractional crystallization of the mixture of the diastereoisomer salts obtained, and by separation of the precipitate, from which, by hydrolysis, (.+-.)-FBP is obtained with the required purity characteristics. The levorotatory antipode, (-)-FBP, is racemized, preferably by the formation of one of its esters, which is then hydrolyzed to give the (.+-.)-FBP, which is recycled to the treatment with NRG. (+)-FBP and (-)-FBP salts with NRG obtained by said process.

REFERENCES:
patent: 4246164 (1981-01-01), Felder et al.
International Pharmaceutical Patents Co., Chem. Abst. 89-24287n (1978), eq. UK 1495488.
Felder et al., Chem. Abst. 93-132285b, eq. U.S. Pat. No. 4,246,164.
Von Morze, Chem. Abst. 101-23151t, eq. European Pat. Off. 95901.

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