Stereoselective process for a CCR3 antagonist
…, J Deerberg, JM Fortunak, WA Nugent…
Index: Yue, Tai-Yuen; McLeod, Douglas D.; Albertson, Kevin B.; Beck, Steven R.; Deerberg, Joerg; Fortunak, Joseph M.; Nugent, William A.; Radesca, Lilian A.; Tang, Liya; Xiang, Cathie Dong Organic Process Research and Development, 2006 , vol. 10, # 2 p. 262 - 271
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Citation Number: 26
Abstract
A convergent, multikilogram, stereoselective synthesis of 1 is described. A key fragment,(S)- 3-(4-fluorobenzyl) piperidine (2) was synthesized from valerolactam in three steps using our recently discovered Ir-BDPP-catalyzed asymmetric hydrogenation. Another key fragment,(1 R, 2 R)-2-(benzyloxycarbonylamino) cyclohexanecarboxaldehyde (3) was synthesized from meso-hexahydrophthalic anhydride in seven steps. The stereochemistry was set in the ...
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