An efficient stereoselective synthesis of [3S(1S,9S)]-3-[[[9-(benzoylamino) octahydro-6,10-dioxo-6H-pyridazino-(1,2-a)(1,2)-diazepin-1-yl]-carbonyl ]amino]-4-oxobutanoic acid, an interleukin converting enzyme (ICE) inhibitor.
The title compound 1 is a potent interleukin-1beta-converting enzyme (ICE) inhibitor. Recently, an efficient chiral synthesis of compound 1 has been accomplished in our labs. The overall yield of this 18-step stereoselective synthesis was 9.8%.
Chen
M H
MH
Parke-Davis Pharmaceutical Research Division, Warner-Lambert Company, Ann Arbor, MI 48105, USA.
Goel
O P
OP
Hyun
J W
JW
Magano
J
J
Rubin
J R
JR
D001381:Azepines / Q000138:chemical synthesis*; D002087:Butyrates / Q000138:chemical synthesis*; D008956:Models, Chemical; D008958:Models, Molecular; D010071:Oxaloacetates; D062907:Oxaloacetic Acid / Q000138:chemical synthesis; D011724:Pyridazines / Q000138:chemical synthesis; D015843:Serpins / Q000138:chemical synthesis*; D014764:Viral Proteins
D001381:Azepines; D002087:Butyrates; D010071:Oxaloacetates; C121222:PD 194035; D011724:Pyridazines; D015843:Serpins; D014764:Viral Proteins; D062907:Oxaloacetic Acid; C014756:piperazic acid; C074641:interleukin-1beta-converting enzyme inhibitor