Process for racemizing an optically active N-benzylidene amino-a

Details Process for racemizing an optically active N-benzylidene amino-a Process for racemizing an optically active N-benzylidene amino-a

1989-04-03

1991-09-10

Raymond, Richard L.

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

Organic compounds

Amino nitrogen containing

435280, 548344, 548491, 564123, 564160, 564164, 564165, 564302, 564198, C07C23106

Patent

active

050475851

ABSTRACT:
The invention relates to a process for racemizing an optically active N-benzylidene amino-acid amide, characterized in that a solution of the N-benzylidene amino-acid amide is mixed in a water-miscible organic solvent with at least 0.05 mole strong base per liter solution.
The invention further relates to a process for preparing an L-amino acid by enzymatic separation of the corresponding DL-amino-acid amide with an enzyme preparation from Pseudomonas putida, in which process also uncoverted D-amino-acid amide is left behind in solution, characterized in that benzaldehyde is added to the solution, during which addition a precipitate of D-N-benzylidene amino-acid amide is being formed, this precipitate is subsequently, after being separated off, dissolved in an acetone-water mixture, 0.08-0.15 mole KOH/liter solution is subsequently added, the resulting solution is stirred for 1-20 hours at 20.degree.-60.degree. C., sulphuric acid is then added until the pH of the solution is 5 and the resulting sulphuric acid salt of the DL-amino-acid amide is finally, after isolation at pH 8-10, converted into the DL-amino-acid amide and this DL-amino-acid amide is used again.

REFERENCES:
patent: 2945883 (1960-07-01), Alberti et al.
patent: 4847412 (1989-07-01), Boesten et al.
Boesten, W. et al., "Racemizing an Optically Active N-Benzylidene Amino Acid Amide", CA 107, 40327w, 1987.
Sakashita, K. et al., "Base-Catalyzed Racemization of .alpha.-Amino Acid Amides", CA 109, 73906d, 1988.

Affiliated with

Also associated with

Rating

Process for racemizing an optically active N-benzylidene amino-a does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for racemizing an optically active N-benzylidene amino-a, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for racemizing an optically active N-benzylidene amino-a will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-541431