Production of herbicidally-active derivatives of alanine

Details Production of herbicidally-active derivatives of alanine Production of herbicidally-active derivatives of alanine

1976-11-01

1981-05-12

Daus, Donald G.

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

Organic compounds

Carboxylic acid esters

562456, 2605011, 71111, 71115, C07C10108

Patent

active

042673550

ABSTRACT:
Stereospecific synthesis of ##STR1## (R-configuration at C.sup.2) by reaction of ##STR2## (S-configuration at C.sup.2) with ##STR3## at elevated temperature in the presence of a base, e.g., R-(-)-(2-(N-benzoyl-3-chloro-4-fluoroanilino)propionic acid isopropylester) from S-(-)-isopropyl lactate mesylate and 3-chloro-4-fluoroaniline followed by benzoylation. The compounds are very active herbicides against broad-leafed weeds (R=H) or wild oats (R=(thio)benzoyl).

REFERENCES:
patent: 3598859 (1971-08-01), Yates et al.
Merck Index, "Organic Name Reactions", 9th Edition, Merck and Co., N.Y. 1976.
Wagner, R. and H. Zook, "Synthetic Organic Chemistry", 1953, p. 667.
Sekeva, V. and C. S. Marvel, "Higher Alkyl Sulfonates", Journal of the American Chemical Society, vol. 55, pp. 345-346, 1933.

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