Login| Sign Up| Help| Contact|

Patent Searching and Data


Title:
ENANTIOSELECTIVE SYNTHESIS OF CHIRAL DERIVATIVE OF SYSTEMIC GERMICIDE S-3-(4'-TERTIARY BUTYL)-PHENYL-2METHYL-PROPYLAMINE
Document Type and Number:
Japanese Patent JPH09188650
Kind Code:
A
Abstract:

To enantioselectively obtain the subject high-purity compound useful as a systemic germicide in high optical purity simply by selecting aldehydes having the p-position of an aromatic ring masked with t-butyl as a starting substance and reducing the selected aldehydes.

2-Methyl-(4'-t-butyl)cinnamaldehyde of formula I is used as a starting substance and reduced to provide S-3-(4'-t-butyl)-phenylpropanol of formula II, which is then halogenated with a suitable halogenating agent such as thionyl chloride without causing the racemization to afford a compound of formula III (A is a halogen). The resultant compound of formula III is finally alkylated with a secondary amine such as piperidine and cis-3,5-dimethyl- phosphine to provide S-3-(4'-t-butyl)-phenyl-2-methyl-propylamine of formula IV (NR1R2 is a dialkylamine, pyrrolidine, piperidine, cis-3,5-dimethyl-morpholine).


Inventors:
SUNJIC VITOMIR (HR)
MAJERIC MAJA (HR)
HAMERSAK ZDENKO (HR)
AVDAGIC AMIR (HR)
Application Number:
JP31219596A
Publication Date:
July 22, 1997
Filing Date:
November 22, 1996
Export Citation:
Click for automatic bibliography generation   Help
Assignee:
CAFFARO SPA IND CHIM (IT)
International Classes:
C07C17/16; C07C22/04; C07C29/14; C07C29/17; C07C33/46; C07C209/08; C07C211/27; C07D207/20; C07D213/06; C07D295/02; C07D295/03; C12P7/22; C12P17/10; C12P17/12; C12P17/14; C12P13/00; C12R1/865; (IPC1-7): C07C211/27; C07C17/16; C07C22/04; C07C29/14; C07C33/46; C07C209/08; C07D207/20; C07D213/06; C07D295/02; C12P13/00; C12P17/10; C12P17/12; C12P17/14
Attorney, Agent or Firm:
Shinji Kouji (4 outside)