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Synthesis of (3R)-3-(4-fluorophenylsulfonamido)-1, 2, 3, 4-tetrahydro-9-[4-3H]carbazolepropanoic acid

✍ Scribed by Ulrich Pleiß; Martin Radtke; Peter Schmitt


Publisher
John Wiley and Sons
Year
1990
Tongue
French
Weight
212 KB
Volume
28
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

(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.


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