4168. 3-Fluoro-d-alanine

Nomenclature

CAS number: 35455-20-0
S-2-Amino-3-fluoropropanoic acid; FA.
C3H6FNO2; mol wt 107.08.
C 33.65%, H 5.65%, F 17.74%, N 13.08%, O 29.88%.

Description and references

Synthesis by C-photofluorination of d-alanine or by resolution of the dl-form: J. Kollonitsch, F. M. Kahan; J. Kollonitsch, DE 2136067; DE 2229245 C.A. 76, 100053p (1972); 78, 72586d (1973); idem, US 3839170 (1972, 1972, 1974 all to Merck & Co.). The 2-deuterated analog has also been prepared. Antibacterial activity: J. Kollonitsch et al., Nature 243, 346 (1973).

Chemical structure

Properties

Crystals from water, dec 168°. [α]D20 10° (c = 3 in 1N HCl). Stable at acid pH; less stable at pH >8.