Methanol → Methyl 3-cyclohexyl-D-alaninate--hydrogen chloride (1/1)

Participants

Reaction Steps

To cold (−20° C.) and dry methanol (195 ml) was added dropwise thionylchloride (28 ml). H—D—Cha—OH.HCl (40 g) was added and the reaction mixture was heated under reflux for 5 hours The mixture was concentrated in vacuo and coevaporated with methanol (3 times). The residue was crystallized from methanol/diethyl ether yielding H—D—Cha—OMe.HCl as a white crystalline powder (40.9 g). TLC: Rf=0.66, silica gel, n-butanol/acetic acid/water 10/1/3 v/v/v.

Provenance & Evidence