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Pharmaceuticals & Fine Chemicals


Cytec's leadership position in the manufacture and subsequent reactions of phosphine at its Niagara Falls, ON site and its dominant standing in the production of chlorophosphines and Phosphorus specialties at Mt. Pleasant, Tennessee make it the preferred partner when seeking solutions to questions or problems concerning the development or application of Phosphorus containing compounds. Cytec's range of organophosphines, chlorophosphines, phosphonium salts and phosphorus specialties have all been successfully utilized on a commercial scale in the production of APIs.

Specific therapeutic areas where the use of phosphorus containing pharmaceutical intermediates and synthetic reagents are common include osteoporosis and bone disease drugs (TIPMDP), anti-virals (phosphonates), statins (DPC and EDPP) and carbapenum antibiotics (DPCP and DPPC).

Synthetic reagents utilized in the industry include the chlorophosphates DECP and DPCP as activating and coupling reagents, phosphonates like DECMP for HEW chemistry and CYTOP® 340 organophosphine used in a variety of reactions such as the Mitsunobu condensation, Staudinger reaction and as Wittig salt precursors.

The CYTOP brand and triarylphosphine catalyst ligands are used in a variety of organic reactions. Examples include CYTOP 355 organophosphine as an alternative ligand for Grubb's catalyst for olefin metathesis reactions and TOTP for organic couplings and carbonylations.

Cytec looks forward to and welcomes opportunities to cooperate together on a proprietary or custom project. Our longstanding position within the world of phosphorus chemistry, established manufacturing sites in Canada and the United States and our proven track record in introducing new products to the marketplace on a commercial scale make us your ideal development partner.

Pharmaceuticals And Fine Chemicals Product Information
Product Name Chemical Name Format
CYPHOS IL 101 phosphonium salt tetradecyl(trihexyl)phosphonium chloride Download PDF
CYPHOS IL 102 phosphonium salt tetradecyl(trihexyl)phosphonium bromide Download PDF
CYPHOS IL 105 phosphonium salt tetradecyl(trihexyl)phosphonium dicyanamide Download PDF
CYPHOS 442 phosphonium salt tetrabutylphosphonium bromide Download PDF
CYPHOS 443 phosphonium salt tetrabutylphosphonium chloride  
CYTOP 340 organophosphine tri-n-butylphosphine Download PDF
Download PDF
CYTOP 355 organophosphine
 tricyclopentylphosphine
  
TIPMDP tetraisopropylmethyl diphosphonate Download PDF
DECMP diethyl cyanomethylphosphonate Download PDF
DPC diphenyphosphonous chloride Download PDF
EDPP ethyl diphenylphosphinite Download PDF
DPPC diphenylphosphinic chloride Download PDF
DPCP diphenyl chlorophosphate Download PDF
DECP diethyl chlorophosphate Download PDF
TOTP
 tri-o-tolylphosphine
 Download PDF


Pharmaceuticals And Fine Chemicals Technical References
Category Journal Title Author
Desulferization US 5509945; Iowa State University Research Foundation, Inc., USA Mild desulfurization of sulfur-bearing materials Verkade, John G.; Mohan, Thyagarajan
US 5437696; Iowa State University Research Foundation, Inc., USA Mild desulfurization of sulfur-bearing materials Verkade, John G.; Mohan, Thyagarajan
Energy Fuels (1995), 9(2), 354-8 31P Solid-State NMR Study of Coals Derivatized with Phosphorus Reagents Erdmann, K.; Mohan, T.; Verkade, J. G.
Solvents Chemical Physical Letters, (2003), 381, 278-286 Solvent dynamics of coumarin 153 in several classes of ionic liquids: cation dependence of the ultrafast component Arzhantsez, S.; Ito, N.; Heitz, M. and Maroncelli, M.
Suzuki Coupling Chem. Commun., (2002), 1986-1987 Suzuki cross-coupling reactions of aryl halides in phosphonium salt ionic liquid under mild conditions McNulty,J.; Capretta, A.; Wilson, J.; Dyck, J.; Adabeng,G. and Robertson, A.
J. Org. Chem., (2004),69,5082-5086 Palladium Complexes of 1,3,5,7-Tetramethyl-2,4,8-trioxa-6-phenyl-6-phosphaadamantane: Synthesis, Chrystal Structure and Use in Suzuki and Sonogashira Reactions and the a-Arylation of Ketones Adjabeng, G.; Brenstrum,T.; Frampton,C.; Robertson, A.; Hillhouse, J. H.; McNulty, J and Capretta, A.
Organic Letters, (2003), 5, 953-955 Novel class or tertiary phosphine ligands based on a phospha-adamantane framework and use in the Suzuki cross-coupling reactions of aryl halides under mild conditions Adjabeng, G.; Brenstrum,T.;Wilson, J; Frampton,C.; Robertson, A.; Hillhouse, J. H.; McNulty, J and Capretta, A.
Heck Coupling Tetrahedron Letters, (2004),45(41), 7629-7631 Heck reactions of aryl halides in phosphonium salt ionic liquids. Library screening and applications. Gerritismas, D.;Robertson, A.; McNulty, J.; Capretta, A.
Condensation Reactions Angew. Chem. Int. Ed., (2003), 42, 4051-4054 The Role of Acloxyphosphonium Ions and the Stereochemical Influence of Base in the Phosphorane-Mediated Esterification of Alcohols McNulty, J.; Capretta, A.; Laritchev, V.; Dyck, J. and Robertson, A.
Pure and Appl. Chem.,(1999), 71-6, 1053-1057 New Mitsunobu reagents in the C-C bond formation. Application to neutral product synthesis Ito, S. and Tsunoda, T.
Synlett., (2002), 11, 1901-1903 Selective N1-Alkalation of 3,4-Dihydropyrimidin-2(1H)-ones Using Mitsunobu-Type Conditions Dallinger, D and Kappe, C. O.
Journal of Organic Chemistry (2003), 68(4), 1597-1600 Dimethylmalonyltrialkylphosphoranes: New General Reagents for Esterification Reactions Allowing Controlled Inversion or Retention of Configuration on Chiral Alcohols McNulty, James; Capretta, Alfredo; Laritchev, Vladimir; Dyck, Jeff; Robertson, Al J.
Eu. J. Org. Chem., (2004), 2763-2772 Recent Advances in the Mitsunobu Reaction: Modified Reagents and the Quest for Chromatography-Free Separation Dembinski,R
Peptide Synthesis Chemica Oggi (2004),July/Aug.,26 Application of tertiary phosphines in peptide chemistry Mizhirtitskii,M.; Srpernat, Y.; Robertson,A
Phase Transfer Catalysts J. Am. Chem. Soc. (1973), 95:11, 3613 Phase-Transfer Catalysis. II. Kinetic Details of Cyanide Displacement on 1-Halooctanes Starks, C. M.; Owens, R. M.
J. Org. Chem., (19821,47,2264-2268 Nonhydrated Anion Transfer from the Aqueous to Organic Phase: Enhancement of Nucleophilic Reactivity in Phase-Transfer Catalysis Landini, D.; Maia, A. and Podda, G
J. Am. Chem. Soc.,(1970),93,195-199 Phase-Transfer Catalysis. I. Heterogeneous Reactions Involving Anion Transfer ny Quaternary Ammonium and Phosphonium Salts Starks, C.
J. Org. Chem.,(1986), 51, 3187-3191 Stability of Quaternary Onium Salts under Phase-Transfer Conditions in the Presence of Aqueous Alkaline Solutions Landini, D., Maia, A. and Rampoldi, A.
J. Am. Chem. Soc., (1975), 97,2345-2349 Phase Transfer Catalysis. An Evaluation of Catalysts Herriott, A ans Picker, D.
J. Am. Chem. Soc. (1981), 103, 3821-3828 Mechanism of Polymer-Supported Catalysis. I. Reaction of 1-Bromooctane with Aqueous Sodium Cyanide Catalyzed by Polystyrene-Bound Benzyltri-n-butylphosphonium Ion Tomoi, M.; Ford, W. T.
Di Sulphide Reduction US 6162913; Bristol-Myers Squibb Co., USA Preparation of [4S-(4<SYM97>,7<SYM97>,10a<SYM98>)]-4-aminooctahydro-5-oxo-7H-pyrido[2,1-b][1,3]thiazepine-7-carboxylic acid methyl ester and its salts via novel disulfides Moniot, J. L.; Srivastava, S. K.; Winter, W. J.; Venit, J. J.; Swaminathan, S.; Ramig, K.; Jass, P. A.; Schwinden, M.D.; Dillon, J. L.; Racha, S.; Simpson, J.; Chen, C. and Pack, S. K.
Clinical Chemistry, (2001),47, 1821-1828 Measurement of Homocysteine and Other Aminothiols in Plasma: Advantages of Using Tris(2-carboxyethyl)phosphine as Reductant Compared with Tri-n-butylphosphine Krijt, J.; Vackova, M. and Kozich, V.
Balis-Hilman Reaction Journal of Organic Chemistry (2003), 68(16), 6463-6465 A Phosphine-Catalyzed [3+2] Cycloaddition Strategy Leading to the First Total Synthesis of (-)-Hinesol Du, Yishu; Lu, Xiyan
Henry Reaction Letters in Organic Chemistry, (2004),1,137-139 Phosphonium Salt Catalyzed Henry Nitroaldol Reactions McNulty, J.; Dyck, J.; Larichev, V.; Capretta, A. and Robertson,A.
Hydroformylation Dalton (2003),2036-2042 Bicyclic phosphines as ligands for cobalt-catalysed hydroformylation Crause,C.; Bennie, L.; Damoense, L.; Dwyer, C.; Grove, C.;Grimmer, N.; Rensburg, W.; Kirk, M. M.; Mokheseng, S O. and Stynberg, P
Aza-Wittig Reaction J. Am. Chem. Soc. (1994), 116, 11143-11144 Stereoselective Total Synthesis of Amauromine and 5-N-Acetylardeemin. A Concise Route to the Family of "Reverse-Prenylated" Hexahydropyrroloindole Alkaloids Marsden, S. J.; Depew, K.M. and Danishefsky
J. Am. Chem. Soc. (1998), 120, 6417-6418 Total Synthesis of (-)-Asperlicin and (-)-Asperlicin C He,F.; Foxman, B. M. and Snider, B. B.
Wittig Reagents J. Org. Chem., (1987), 52, 2629-2631 The Stereoselective Synthesis of Acyclic and Exocyclic Trisubstituted Olefins via a Hydroxyl-Directed Wittig Reaction Lomas, J.S.
J. Org. Chem., (2004), 69, 689-694 Formation pf P-Ylide under Neutral and Metal-Free Conditions: Transformation of Aziridines and Epoxides to Conjugated Dienes in the Presence of Phosphine Fan, R.; Hou, X and Dal, L.
Organic Letters, (2001), 3-22, 3591-3593 Improved E-Selectivity in the Wittig Reaction of Stabilized Ylides with a-Alkoxyaldehydes and Sugar Lactols Harcken, C. and Martin, F.
Chemistry--A European Journal (2003), 9(5), 1129-1136 The total synthesis of (-)-callystatin A Kalesse, Markus; Chary, Khandavalli P.; Quitschalle, Monika; Burzlaff, Arne; Kasper,Cornelia; Scheper, Thomas
Staudinger Reaction J. Org. Chem. (2000), 65, 5249-5252 Synthesis of C-Terminal Glycopeptides from Resin-Bound Glycosyl Azides via a Modified Stauginger Reaction Malkinson, J. P.; Falconer, R. A. and Toth, I.
J. Org. Chem., (2003), 68, 6463-6465 A Phosphine-Catalyzed [3+2] Cycloaddition Strategy Leading to the First Total Synthesis of (-) Hinesol Du, Y. and Lu, X.
US 6462226; F. Hoffmann-La Roche A.-G., Switz. Phosphine chemoselective reduction of azides into 4,5-diaminoshikimic acid derivatives in the presence of catalytic amounts of acids Mair, Hans-Juergen
J. Am. Chem. Soc., (1997), 119,681-690 Influenza Neuraminidase Inhibititors Posessing a Novel Hydrophobic Interaction in the Enzime Active Site: Design, Synthesis and Analysis of Carbocyclic Sialic Acid Analogues with Potent Anti-Influenza Activity Kim C U; Lew W; Williams M; Liu H; Zhang L; Swaminathan S; Bischofberger N; Chen M; Mendel D; Tai C; Laver W and Stevens R
US 6,462,226; F. Hoffmann-La Roche A.-G., Switz. Process for the preparation of 4-5-diamino shikimic acid derivatives Mair, Hans-Juergen
Setter Reaction Tetrahedron Letters, (2003), 44, 1247-1251 Tributylphosphine-catalyzed Setter reaction of N,N-dimethylacrylamide: synthesis of N,N-dimethyl-3-aroylpropionamides Gong, J. H.; Im, Y. J; Lee, K. Y. and Kim, J. N
Michael Reaction Tetrahedron Letters, (2002), 43, 8707-8710 Tandem Michael/Michael reactions mediated by phosphines or aryl thiolates Brown, P. M.; Kappel, N. and Murrphy, P. J.
Biocides Antimicrobial Agents and Chemotherepy (1994), 38-5, 945-952 Synthesis and Antimicrobial Activity of Dimethyl- and trimethyl-Substituted Phosphonium Salts with Alkyl Chains of Various Lengths Kanazawa, A.; Ikeda, T. and Endo, T.
GB 2145708, Albright and Wilson Ltd., UK Biocidal water treatment Davis, Keith Philip; Talbot, Robert Eric
Liquid Crystals J. Am. Chem. Soc. (2000), 122, 3053-3062) Smectic Liquid-Crystalline Phases of Quaternary Group VA (Especially Phosphoniul) Salts with Three Equivalent Long n-Alkyl Chains. How Do Layered Assemblies Form in Liquid-Crystalline and Crystalline Phases? Abdallah, D. J.; Robertson, A.; Hsu, H. and Weiss,R.G.
Phosphine-Porane Complexes Tetrahedron Letters, (2004), 45, 407-409 A highly efficient general synthesis of phosphine-borane complexes McNulty, J. and Zhou, Y.
   
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