Publications
Concise synthesis of N3- and N6-monoprotected
3,6-diazabicyclo[3.1.1]heptanes

Bridged bicyclic piperazines are important building blocks in medicinal chemistry research. The bicyclic
piperazine 3,6-diazabicylo[3.1.1]heptane is of particular interest as a piperazine isostere because it is
achiral and shows similar lipophilicity to that of piperazine based on the cLogP of a derived analog.
Practical Synthesis of 3-Oxa-6-azabicyclo[3.1.1]heptane Hydrotosylate
Bridged bicyclic morpholines are important building blocks in medicinal chemistry research. The bicyclic morpholine 3-oxa-6-azabicylo[3.1.1]heptane (3a) is of particular interest as a morpholine isostere because it is achiral and shows similar lipophilicity to that of morpholine, based on the cLogP of a derived analogue. The first synthesis of morpholine 3a (tosylate salt) is described; the seven-step sequence begins with inexpensive starting materials and uses straightforward chemistry.Read more
TPGS-750-M: A Second-Generation Amphiphile for Metal-Catalyzed
Cross-Couplings in Water at Room Temperature

An environmentally benign surfactant (TPGS-750-M), a diester composed of racemic R-tocopherol, MPEG-750, and succinic acid, has been designed and readily prepared as an effective nanomicelle-forming species for general use inmetal-catalyzed cross-coupling reactions in water. Several“name” reactions, including Heck, Suzuki-Miyaura, Sonogashira, and Negishi-like couplings, have been studied using this technology, as have aminations, C-H activations, and olefin metathesis reactions. Read more
Publications
Preparation, Antiepileptic Activity, and Cardiovascular Safety of Dihydropyrazoles as Brain-Penetrant T-Type Calcium Channel Blockers
  • Lubos Remen,† Olivier Bezençon,*,† Lloyd Simons,‡ Rick Gaston,‡ Dennis Downing,‡,§ John Gatfield,† Catherine Roch,† Melanie Kessler,† Johannes Mosbacher,†,∥ Thomas Pfeifer,†,⊥ Corinna Grisostomi,† Markus Rey,† Eric A. Ertel,† and Richard Moon†

  • †Drug Discovery Chemistry, Biology and Pharmacology, Actelion Pharmaceuticals Ltd., Gewerbestrasse 16, CH-4123 Allschwil, Switzerland
  • ‡Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, Michigan 49008, United States
Novel Riboswitch-Binding Flavin Analog That Protects Mice against Clostridium difficile Infection without Inhibiting Cecal Flora
  • Kenneth F. Blount, Cynthia Megyola, Mark Plummer, David Osterman, Tim O’Connell, Paul Aristoff, Cheryl Quinn, R. Alan Chrusciel, Toni J. Poel, Heinrich J. Schostarez, Catherine A. Stewart, Daniel P. Walker, Peter G. M. Wuts, Ronald R. Breakera
Structural Analysis of Phenothiazine Derivatives as Allosteric Inhibitors of the MALT1 Paracaspase**
  • Florian Schlauderer, Katja Lammens,* Daniel Nagel, Michelle Vincendeau, Andrea C. Eitelhuber, Steven H. L. Verhelst, Dale Kling, Al Chrusciel, Jurgen Ruland, Daniel Krappmann, and Karl-Peter Hopfner
Concise synthesis of N3- and N6-monoprotected 3,6-diazabicyclo[3.1.1]heptanes; useful intermediates for the preparation of novel bridged bicyclic piperazines
  • Daniel P. Walker, Matthew W. Bedore
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, United States
Practical Synthesis of 3-Oxa-6-azabicyclo[3.1.1]heptane Hydrotosylate; A Novel Morpholine-Based Building Block
  • Daniel P. Walker, Brian M. Eklov, Matthew W. Bedore
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, USA, Fax: +1(269) 488-8490   
TPGS-750-M: A Second-Generation Amphiphile for Metal-Catalyzed Cross-Couplings in Water at Room Temperature
  • Bruce H. Lipshutz,* Subir Ghorai, Alexander R. Abela, Ralph Moser, Takashi Nishikata, Christophe Duplais, and Arkady Krasovskiy
  • Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, United States
  • Ricky D. Gaston and Robert C. Gadwood*
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, USA, Fax: +1(269) 488-8490   
Preparation of Aureobasidin A Derivatives as Antifungal Agents: WO 2012134989  
  • Elhammer, Ake P.
  • AureoGen Biosciences, Inc.
  • P.G.M. Wuts
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, USA, Fax: +1(269) 488-8490   
Novel Nucleoside Phosphonates and Analogs: WO2011031567  
  • Steve Dong
  • Epiphany Biosciences
  • P.G.M. Wuts
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, USA, Fax: +1(269) 488-8490   
Flavin Derivatives: WO2011126567  
  • COISH PHILIP D G [US]; DIXON BRIAN R [US]; OSTERMAN DAVID [US]; ARISTOFF PAUL ADRIAN [US]; NAVIA MANUEL [US]; SCIAVOLINO FRANK [US]; AVOLA STEPHANIE [CA]; BABOULAS NICK [CA]; BELLIOTTI THOMAS R [US]; BELLO ANGELICA [CA]; BERMAN JUDD [CA];KAUR HARPREET [CA]; MOON DAVID [CA]; PHAM VINH [CA]; ROUGHTON ANDREW [CA]; WICKENS PHIL [CA]; WILSON JEFFREY [CA] +
  • Biorelix, Inc.
  • CHRUSCIEL ROBERT A [US]; EVANS BRUCE R [US];
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, USA, Fax: +1(269) 488-8490
 
A Process for the Preparation of Thiazolidinedione Derivatives for use as PPAR-gama Receptor Modulators: WO2012021476
  • TANIS STEVEN P [US]; ZELLER JAMES R [US]
  • Metabolic Solutions Development Company
  • PARKER TIMOTHY [US]; GADWOOD ROBERT C [US]; ARTMAN GERALD D III [US]
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, USA, Fax: +1(269) 488-8490   
 
Thiazolidinedione Analogues: WO2011133611
  • Gerard R Colca
  • Metabolic Solutions Development Company
  • R.C. Gadwood, Timothy Parker
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, USA, Fax: +1(269) 488-8490   
 
A Process for the Preparation of Thiazolidinedione Derivatives for use as PPAR-gama Receptor Modulators: WO2012021467
  • TANIS STEVEN P [US]; ZELLER JAMES R [US]; LARSEN SCOTT D [US]
  • Metabolic Solutions Development Company
  • PARKER TIMOTHY [US]; GADWOOD ROBERT C [US]; ARTMAN GERALD D III [US]
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, USA, Fax: +1(269) 488-8490   
 
Novel Synthess for Thiazolodinedione Compounds: WO2011133441
  • PARKER TIMOTHY [US]; GADWOOD ROBERT C [US]; ARTMAN GERALD D [US] +
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, USA, Fax: +1(269) 488-8490   
Antibacterial Fluoroquinolone Analogs: WO2011031744  
  • WAGMAN ALLAN SCOTT; MOSER HEINZ ERNST; MCENROE GLENN A; AGGEN JAMES BRADLEY; LINSELL MARTIN SHERINGHAM; GOLDBLUM ADAM AARON; GRIFFIN JOHN H
  • Achaogen
  • GASTON RICKY D
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, USA, Fax: +1(269) 488-8490   
Antibacterial Fluoroquinolone Analogs: WO2011031743  
  • WAGMAN ALLAN SCOTT [US]; MOSER HEINZ ERNST [US]; AGGEN JAMES BRADLEY [US]; LINSELL MARTIN SHERINGHAM [US]; GOLDBLUM ADAM AARON [US]; GRIFFIN JOHN H [US] +
  • Achaogen
  • POEL TONI-JO [US]; MELNICK MICHAEL J [US];
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, USA, Fax: +1(269) 488-8490   
Antibacterial Fluoroquinolone Analogs: WO2011031740  
  • WAGMAN ALLAN SCOTT [US]; MOSER HEINZ ERNST [US]; MCENROE GLENN A [US]; AGGEN JAMES BRADLEY [US]; LINSELL MARTIN SHERINGHAM [US]; GOLDBLUM ADAM AARON [US]; GRIFFIN JOHN H [US] +
  • Achaogen
  • SIMONS LLOYD J [US]; BELLIOTTI THOMAS R [US]; HARRIS CHRISTINA R [US]; POEL TONI-JO [US]; MELNICK MICHAEL J [US]; GASTON RICKY D
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, USA, Fax: +1(269) 488-8490   
Pyrazolo [1, 5-A] Pyrimidine Derivatives as mTOR Inhibitors: WO2010118207  
  • DENG YONGQI [US]; SUN BINYUAN [US]; ZENG HONGBO [US]; RICHARDS MATTHEW [US]; SHIPPS GERALD W JR [US]; CHENG CLIFF C [US]; ZHAO YINYAN [US]; MCRINER ANDREW [US]; MENG ZHAOYANG [US]; NAN YANG [US]; PATEL MEHUL F [US]; WRONA IWONA E [US]; REDDY PANDURANGA ADULLA [US]; TANG SHUYI [US]; LIU DUAN [US]; MANDAL AMIT K [US]; ZHAO LIANYUN [US]; SIDDIQUI M ARSHAD [US]
  • Schering-Plough, Corp.
  • EKLOV BRIAN M [US];
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, USA, Fax: +1(269) 488-8490   
Discovery and optimization of chromenotriazolopyrimidines as potent inhibitors of the mouse double minute 2-tumor protein 53 protein-protein interaction.
  • Allen JG, Bourbeau MP, Wohlhieter GE, Bartberger MD, Michelsen K, Hungate R,Matison ME, Schneider S, Huang X, Yu D, Andrews PS, Reichelt A, Long AM, Yakowec P, Lee TA.
  • Chemistry Research and Discovery, Amgen Inc., One Amgen Center Drive, Thousand Oaks, California 91320, USA. [email protected]
  • Gadwood RC, Gaston RD, Evans B, Mann LW, Matison ME.
  • Kalexsyn, Inc., 4502 Campus Drive, Kalamazoo, MI 49008, USA, Fax: +1(269) 488-8490