Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1980-12-22
1982-06-01
Lee, Mary C.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C07D20716
Patent
active
043327257
ABSTRACT:
The invention relates to a novel process for the preparation of 1-[3-mercapto-(2S)-methylpropionyl]-pyrrolidine-(2S)-carboxylic acid through the N-acylation of L-proline.
According to the process of the invention L-proline is acylated with a 3-halogen-2-methylpropionyl chloride of the formula III ##STR1## wherein Hal is a halogen atom, preferably chlorine or bromine, the obtained 1-[3-halogen-(2S)-methylpropionyl]-pyrrolidine-(2S)-carboxylic acid, wherein Hal is as stated above, is reacted with an alkali thiosulfate or alkali trithiocarbonate and the reaction product is hydrolized with an acid.
The process of the invention is very economical as compared with the known processes. The desired product is prepared from methacrylic acid in 4 reaction steps with a total yield of 25 percent and from L-proline in 2 reaction steps with a total yield of 30 percent.
REFERENCES:
patent: 4105776 (1978-08-01), Ondetti et al.
patent: 4181663 (1980-01-01), Haugwitz et al.
patent: 4241076 (1980-12-01), Ondetti et al.
patent: 4284561 (1981-08-01), Petrillo et al.
patent: 4288368 (1981-09-01), Haugwitz
patent: 4297282 (1981-10-01), Ohashi et al.
Bakonyi Anna
Fazekas Gabor
Fischer Janos
Rozsa Laszlo
Vago Pal
Egyt Gyogyszervegyeszeti Gyar
Lee Mary C.
Ross Karl F.
LandOfFree
Process for the preparation of 1-[3-mercapto-(2S)-methylpropiony 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 the preparation of 1-[3-mercapto-(2S)-methylpropiony, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the preparation of 1-[3-mercapto-(2S)-methylpropiony will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1848882