Method of making (S)-3-(aminomethyl)-5-methylhexanoic acid
AssigneeWarner-Lambert Company
InventorsTodd M. Grote, Brian K. Huckabee, Thomas Mulhern, Denis M. Sobieray, Robert D. Titus
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AssigneeWarner-Lambert Company
InventorsTodd M. Grote, Brian K. Huckabee, Thomas Mulhern, Denis M. Sobieray, Robert D. Titus
Estimating the term…
A method of making (.+-.)-3-(aminomethyl)-5-methylhexanoic acid that comprises condensing isovaleraldehyde with ##STR1## to form primarily ##STR2## reacting the ##STR3## with a cyanide source to form ##STR4## decarboxylating the ##STR5## to form ##STR6## hydrolyzing the ##STR7## with an alkali or alkaline earth metal hydroxide to form an alkali or alkaline earth metal carboxylate salt; and hydrogenating the alkali or alkaline earth metal carboxylate salt to form (.+-.)-3-(aminomethyl)-5-methylhexanoic acid, wherein R.sub.1 and R.sub.2 are the same or different and are hydrogen, C.sub.1 -C.sub.6 alkyl, aryl, benzyl, or C.sub.3 -C.sub.6 cycloalkyl. The present invention also provides a method of making (.+-.)-3-(aminomethyl)-5-methylhexanoic acid that comprises condensing isovaleraldehyde with ##STR8## to form primarily ##STR9## reacting the ##STR10## with a cyanide source to form ##STR11## decarboxylating the ##STR12## to form an alkali or alkaline earth metal carboxylate salt; and hydrogenating the alkali or alkaline earth metal carboxylate salt to form (.+-.)-3-(aminomethyl)-5-methylhexanoic acid.
A method for obtaining (S)-3-(aminomethyl)-5-methylhexanoic acid from (.+-.)-3-(aminomethyl)-5-methylhexanoic acid, the method comprising:
The method of claim 10 wherein the (.+-.)-3-(aminomethyl)-5-methylhexanoic acid and (S)-mandelic acid are combined in methanol and isopropanol.
A method of making (.+-.)-3-(aminomethyl)-5-methylhexanoic acid, the method comprising:
The method of claim 30 wherein R.sub.1 and R.sub.2 of ##STR59## are ethyl.
A method of making (.+-.)-3-(aminomethyl)-5-methylhexanoic acid, the method comprising:
Dependencies are inferred from the claim text.