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Patent Searching and Data


Title:
PREPARATION OF METHYLENECYCLOPROPYLGLYCINE DERIVATIVE
Document Type and Number:
Japanese Patent JPS6133150
Kind Code:
A
Abstract:

PURPOSE: To obtain the titled compound useful for agriculture, particularly as agricultural chemicals, by reacting hydroxymethylcyclopropylglycine derivative as a raw material with 2-nitrophenylselenyl cyanide, oxidizing the reaction product, and heating the resultant product, etc.

CONSTITUTION: A hydroxymethylcyclopropylglycine derivative expressed by formula I (R4 is a protecting group of the amino group; R5 is lower alkyl or aralkyl) is reacted with 2-nitrophenylselenyl cyanide expressed by formula II to form an o-nitrophenylselenium derivative expressed by formula III, which is then oxidized with O3, etc. to afford a selenoxide. The resultant selenoxide is heated in an organic solvent, e.g. toluene, to give the aimed compound expressed by formula IV (R1 is R4; R2 and R5), which is hydrolyzed with a base, e.g. KOH. The amino group is then removed with a weak acid, etc. to afford the aimed compound expressed by formula IV (R1 and R2 are H), e.g. (2S*,3S*)-(2-methylenecyclopropyl)-glycine.


Inventors:
OOFUNA YASUSHI
KUROKAWA NATSUKO
Application Number:
JP15450084A
Publication Date:
February 17, 1986
Filing Date:
July 25, 1984
Export Citation:
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Assignee:
SUNTORY LTD
International Classes:
C07C227/16; C07C67/00; C07C227/00; C07C227/20; C07C229/32; (IPC1-7): C07C99/00; C07C101/28
Attorney, Agent or Firm:
Kyozo Yuasa (4 outside)