A-AcETYL-S-CHLORO-y-VALEROLACTONE

Synthesis, Hydroxyproline is synthesized by the method of Mcllwain and Richardson (542). a-Acetyl-S-chloro-y-valerolactone, prepared from acetoacetic ester and epichlorohydrin by the method of Leuchs (497), is converted to a-oximino-8-chloro-y-valerolaetone (A) by the action of nitrosyl sulfuric acid. (A) is reduced to a-aniino-8-chIoro-r-valerolactone (B) by shaking it for 3 days with hydrogen and platinum oxide catalyst. (B) is converted to a mixture of the isomeric DL-hydroxy-prolines by treatment for 2 hours with a saturated aqueous solution of ammoma. The copper salts of the two pairs of optical isomers are pre- > see p. 360. 

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