Patent ID: 6586597
Filing Date: 2003-07-01
Classification: C07D

Abstract:
A method of preparing [3S-(3&agr;,4a&bgr;,8a&bgr;)]-N-tert-butyl-decahydro-3-isoquinoline carboxamide from N-tert-butyl-1,2,3,4-tetrahydro-3(S)-isoquinolinecarboxamide with a high optical yield, comprising continuously reducing N-tert-butyl-1,2,3,4tetrahydro-3(S)-isoquinolinecarboxamide dissolved in an inorganic solvent to [3S-(3&agr;,4a&bgr;,8a&bgr;)]-N-tert-butyl-decahydro-3-isoquinolinecarboxamide with hydrogen in a fixed bed reactor charging a noble metal catalyst supported on an inorganic oxide carrier with the range of the metal content between 0.5 and 10 wt %, at a temperature in the range of about 50 and 200Â° C., under the pressure in the range of about 300 and 2,500 psig and at the WHSV in the range of about 0.1 and 10 hâˆ’1, wherein the molecular ratio of hydrogen to N-tert-butyl-1,2,3,4tetrahydro-3(S)-isoquinolinecarboxamide is in the range of about 4 and 10, N-tert-butyl-1,2,3,4-tetrahydro-3(S)-isoquinolinecarboxamide content in an organic solvent is in the range of about 2 and 50 wt % and the inorganic oxide carrier has the BET surface area in the range of about 10 and 1,000 m2/g, the median pore diameter of the major pores of less than 200 Ã¥ and the total pore volume in the range of about 0.2 and 1.2 cc/g.