Preparation of intermediates for (threo)-1-aryl-2-acylamido-3-fl

Details Preparation of intermediates for (threo)-1-aryl-2-acylamido-3-fl Preparation of intermediates for (threo)-1-aryl-2-acylamido-3-fl

1984-09-19

1986-04-15

Milestone, Norma S.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549551, 549554, 549563, 564212, 564219, 260349, C07D30114, C07D30308

Patent

active

045829187

ABSTRACT:
A novel sequence of highly selective chemical reactions for conversion of 3-Aryl-2-propyn-1-ols into cis-1-Aryl-3-fluoro-1-propene and into D,L-(threo)-1-Aryl-2-acylamido-3-fluoro-1-propanols is disclosed. Preparation of D-(threo)-1-Aryl-2-acylamido-3-fluoro-1-propanol antibacterial agents including the D-(threo)-3-fluoro-3-deoxy derivatives of chloramphenicol and thiamphenicol is also disclosed.

REFERENCES:
patent: 3849482 (1974-11-01), Christensen et al.
patent: 4311857 (1982-01-01), Nagabhushan
Jean Bensoam et al., Tetrahedron Letters, No. 4 (1979) pp. 353-356.
Harris et al., Jour. Chem. Soc. Perkin I (1976) pp. 1612-1615.
R. Krebs, CA 78:71663q and 77:61532m.

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