Merck + Co., Inc.

Merck Frosst Canada, Inc.

Robert A Reamer

Ichiro Shinkai

Ralph P Volante

David Askin

Todd K Jones

Meyer Sletzinger

Thomas M Liu

Sander G Mills

Yves Girard

Shieh-Shung T Chen

Thomas R Verhoeven

David M Tschaen

Paul J Reider

Robert D Larsen

Pierre A Hamel

Richard D Tillyer

David J Mathre

Joseph S Amato

John Y Chung

Laszlo R Treiber

James M McNamara

Richard Desmond

Lisa F Frey

Brian R Petuch

Chris H Senanayake

Edward J J Grabowski

Johnnie L Leazer, Jr

Stephane G Ouellet

Ji Liu

Laura E Fredenburgh

A rearrangement process for the preparation of a 6,5,5-tricyclic, a 6,6,5-tricyclic and 6,5,5,7-tetracyclic ring system is disclosed.

Rearrangement process and tricyclic and tetracyclic compounds

A process is described for the total synthesis of the macrolide immunosuppressant, FK-506, and important tricarbonyl process intermediates thereof. The tricarbonyl intermediates can be produced by the mild oxidation of 2,3-dihydroxy carboxylate compounds containing olefin moieties.

Process for synthesis of FK-506 and tricarbonyl intermediates

This invention relates to a method for the preparation of a compound of formula I: ##STR1## a key intermediate in the synthesis of a series of Angiotensin II receptor antagonists. The invention also relates to a selective reagent for conducting the Hofmann rearrangement, particularly in the formation of a pyridinoimidazolone, which is a percursor to the formation of an imidazopyfidine of formula I. This invention also relates to a method for the preparation of imidazolutidine, a key intermediate in the synthesis of 3-(2'-(N-benzoyl)sulfonamidobiphen-4-yl)-methyl-5,7 -dimethyl-2-ethyl-3H-imidazo[4,5-b]pyridine, using pyridinoimidazolone, an unreactive urea.

Process for the preparation of imidazolutidine

Compounds having the formula I: ##STR1## are inhibitors of the 5-lipoxygenase enzyme and inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, psoriasis, uveitis, and allograft rejection and in preventing the formation of atherosclerotic plaques.

Aryl thiopyrano[4,3,2-cd]indoles as inhibitors of leukotriene

There is disclosed a monophosphorylated cyclic lipopeptide compound obtained by biophosphorylating a cyclic lipopeptide related to echinocandins and having a peptide skeleton bearing several hydroxy groups wherein in the phosphorylated cyclic lipopeptide, the phosphate group is attached to the hydroxy group of the 4-hydroxyproline component of the lipopeptide. The compounds are useful for the control of fungi and parasites.

Phosphorylated cyclic lipopeptide

A process is described involving an alkaline rearrangement of FK-506 producing a new decarbonylated 22-membered macrocycle rearrangement derivative of FK-506, i.e. C.9, nor-keto FK-506.

Hydroxide mediated FK-506 rearrangement product

Novel hydroxide mediated FK-506 rearrangement process

This invention relates to a novel process for preparing unsymmetrical dithioacetals and dithioketals from aryl aldehydes and ketones.

Process for unsymmetrical dithioacetals and dithioketals

Novel 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase inhibitors which are useful as antihypercholesterolemic agents are represented by the following structural formulae (I) and (II): ##STR1## are disclosed.

Antihypercholesterolemic agents

Disclosed is 2 and a process for its preparation: ##STR1## It is useful in the synthesis of N-formimidoyl thienamycin; R.sup.2 is hydrogen or a protecting group.

Process for the preparation of N-protected N-formimidoyl

Growing community of inventors

Bloomfield, NJ, United States of America

Robert A Reamer