We have recently developed a semi-synthesis of an N-H chiral diamine (+)-1 from naturally occurring product (-)-cytines. This chiral diamine 1 has proved to be a potential multi-functional chiral ligand for various mechanistically unrelated reactions. However, the access of the corresponding enantiomer NH-(+)-tetrahydro deoxycytisine was not possible in a similar fashion due to the availability of (+)-cytisine. The total synthese of structurally similar sparteine, cytisine, aloperine have been beautifully demonstrated by colleagues in the past. Herein, we report a modified practical synthetic approach for the access of NH-(+)-tetrahydro deoxycytisine from commercially available piperidine. N-Chlorination of piperidine 2 with NCS gave corresponding N-Cl adduct which was then treated with KOH without further purification to give the imine 7 was reacting with ester carboxylic acid 5 in ethanol. Under the modified procedure, piperidine ester 8 was obtained in 50% yield as a racemate. Chiral resolution with D-mandelic acid was used for the isolation of chiral salt 9 as a single diastereoisomer.