Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1986-10-23
1989-06-06
Rollins, John W.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
549362, C07D49804, C07D31920
Patent
active
048373362
ABSTRACT:
A compound of formula (I) ##STR1## is prepared by cyclizing a compound of formula (IIa) or (IIb) or a mixture thereof ##STR2## wherein X is hydroxyl or halogen and R.sup.1 and R.sup.2 independently, represent hydroxy protecting groups) followed by removal of the protecting groups R.sup.1 and R.sup.2.
The compound (I) is of use as an intermediate in the stereoselective preparation of (.+-.) trans-5-fluoro-2,3,3a,9a-tetrahydro-1H-[1,4]benzodioxino[2,3-c] pyrrole, which is a selective .beta..sub.2 -adrenoreceptor antagonist and is thus of potential value, in particular, for the treatment or prevention of depression.
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Yamamoto, "Cyclisation of Phenol- and Enol-Acetylenes, etc.", J. Chem. Soc., Perkin Trans I, 1979 (12), 3161-3165.
Derwent Abstract 84-095516.
Fieser et al., Reagents for Organic Sythesis, 2, pp. 301, 328-329 (19).
Brodie Alastair C.
Hayman David F.
Procopiou Panayiotis A.
Catchpole W.
Glaxo Group Limited
Rollins John W.
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