Premium
Synthesis of (3R)‐3‐(4‐fluorophenylsulfonamido)‐1, 2, 3, 4‐tetrahydro‐9‐[4‐ 3 H]carbazolepropanoic acid
Author(s) -
Pleiß Ulrich,
Radtke Martin,
Schmitt Peter
Publication year - 1990
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580280913
Subject(s) - chemistry , bay , tritium , catalysis , stereochemistry , chemical synthesis , medicinal chemistry , organic chemistry , physics , biochemistry , civil engineering , nuclear physics , engineering , in vitro
(3R)‐3‐(4‐Fluorophenylsulfonamido)‐1, 2, 3, 4‐tetrahydro‐9‐[4‐ 3 H]carbazolepropanoic acid ([ 3 H]BAY u 3405) ( 5 ) was synthesized by catalytic reduction of (3R)‐3‐(4‐fluorophenylsulfon‐amido)‐4‐oxo‐1, 2, 3, 4‐tetrahydro‐9‐carbazolepropanoic acid ( 4 ) with tritium. The precursor ( 4 ) was prepared by esterification and following oxidation of BAY u 3405 with 2, 3‐dichloro‐5, 6‐dicyano‐p‐benzoquinone. 3 H NMR analysis of the final product showed the formation of [4α‐ 3 H]BAY u 3405 and [4ß‐ 3 H]BAY u 3405 in a ratio of 1: 1.