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About Peter

Wuts Chemistry Consulting

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Dr. Peter G. M. Wuts is a world-renowned expert in organic synthesis. Peter’s areas of expertise include process development, methodology development, and total syntheses. Dr. Wuts has been an indispensable scientific contributor during his tenures at Upjohn, Pharmacia & Upjohn, Pharmacia, Pfizer and Kalexsyn. He has significant experience in the synthesis of steroids, aminocyclitol antibiotics, peptide isosteres, polycyclic aromatic hydrocarbons, paclitaxel, cyclic peptides and other heterocycles. Dr. Wuts is author of “Protective Groups in Organic Synthesis” and has also authored over 80 scientific publications.

Protecting Groups

Education

Biography

Dr. Peter G. M. Wuts obtained a B.S. in Chemistry from the Unviersity of Washington in 1973. He achieved a doctoral degree in 1977 from Northwestern University under the direction of Professor J.A. Marshall From 1977-1979, Peter was an NIH Postdoctoral Fellow at CalTech under the direction of Professor R.E. Ireland Peter began his career at the University of Michigan then transitioned to an industrial position at Upjohn in Kalamazoo, MI.

Generation of Broad-Spectrum Antifungal Drug Candidates from the Natural Product Compound Aureobasidin A Wuts, Peter G. M.; Simons, Lloyd J.; Metzger, Brian P.; Sterling, Rachel C.; Slightom, Jerry L.; Elhammer, Ake P.  ACS Medicinal Chemistry Letters (2015), in press DOI:10.1021/acsmedchemlett.5b00029  A scalable synthesis of the INOS inhibitor PHA-399733 Wuts, Peter G. M.; Ashford, Scott W.; Conway, Brian; Havens, Jeffrey L.; Taylor, Bill; Hritzko, Ben; Xiang, Yanqiao; Zakarias, Peter S. Organic Process Research & Development (2009), 13(2), 331-335. DOI:10.1021/op8002745 A new and more practical approach to the synthesis of the precursor of SC-84536, a selective inducible nitric oxide synthase inhibitor Wuts, Peter G. M. Journal of the Iranian Chemical Society (2008), 5(2), 306-308. DOI:10.1007/BF03246122  A new approach to the synthesis of the carbon framework of SC-84536, an inducible nitric oxide synthase inhibitor Wuts, Peter G. M.; Ashford, Scott A. Tetrahedron Letters (2008), 49(25), 4033-4035.  DOI:10.1016/j.tetlet.2008.04.083  A chemobiological synthesis of eplerenone Wuts, Peter G. M.; Anderson, Andrew M.; Ashford, Scott W.; Goble, Michael P.; White, Michael J.; Beck, Doris; Gilbert, Ivan; Hrab, R. E. Synlett (2008), (3), 418-422.  DOI:10.1055/s-2008-1032064  Convenient preparation of optically pure 3-aryloxy-pyrrolidines Benard, Christophe; Mohammad, Rahim; Saraswat, Neerja; Shan, Rudong; Maiti, Samarendra N.; Wuts, Peter G. M.; Stier, Michael; Lints, Teresa; Bradow, James; Schwarz, Jacob B. Synthetic Communications (2008), 38(4), 517-524. DOI:10.1080/00397910701796691  Stereoselective alkylation of 7-hydroxy-DHEA derivativesWuts, Peter G. M.; Duda, Nicholas  Synlett (2007), (14), 2185-2188. DOI:10.1055/s-2007-984908 Evaluation of sulfonamides in the protection of phenylisoserine for the semisynthesis of taxol Wuts, Peter G. M.; Gu, Rui L.; Northuis, Jill M. Letters in Organic Chemistry (2004), 1(4), 372-375. DOI:10.2174/1570178043400587  New Process for the Preparation of Methyl Carbonates Wuts, Peter G. M.; Ashford, Scott W.; Anderson, Andrew M.; Atkins, Joseph R.  Organic Letters (2003), 5(9), 1483-1485. DOI:10.1021/ol034274d Development of a practical synthesis of sumanirole Wuts, Peter G. M.; Gu, Rui Lin; Northuis, Jill M.; Kwan, Tricia A.; Beck, Doris M.; White, Michael J.  Pure and Applied Chemistry (2002), 74(8), 1359-1368. DOI:10.1351/pac200274081359  A Practical Synthesis of Cabergoline  Ashford, Scott W.; Henegar, Kevin E.; Anderson, Andrew M.; Wuts, Peter G. M. Journal of Organic Chemistry (2002), 67(20), 7147-7150. DOI:10.1021/jo0203847  The synthesis of oxazolines using the Vilsmeier reagent Wuts, Peter G. M.; Northuis, Jill M.; Kwan, Tricia A. Journal of Organic Chemistry (2000), 65(26), 9223-9225. DOI:10.1021/jo000664r  Concentration Dependence of the Sharpless Asymmetric Amidohydroxylation of Isopropyl Cinnamate Wuts, Peter G. M.; Anderson, Andrew M.; Goble, Michael P.; Mancini, Sarah E.; VanderRoest, Ronald J.  Organic Letters (2000), 2(17), 2667-2669. DOI:10.1021/ol006198+   Synthesis of (2R,3S)-isobutyl phenylisoserinate, the Taxol side chain, from ethyl benzoylacetate Wuts, P. G. M.; Gu, R. L.; Northuis, J. M. Tetrahedron: Asymmetry (2000), 11(10), 2117-2123. DOI:10.1016/S0957-4166(00)00172-5  Cleavage of N',N'-dialkylhydrazides with PhI(OH)OTs  Wuts, Peter G. M.; Goble, Michael P.  Organic Letters (2000), 2(14), 2139-2140. DOI:10.1021/ol0060477 New synthetic methods - Second International Symposium  Wuts Peter G. M. IDrugs : the investigational drugs journal (2000), 3(7), 771-3. Dialkylhydrazides for directed orthometalations Pratt, Scott A.; Goble, Michael P.; Mulvaney, Michael J.; Wuts, Peter G. M. Tetrahedron Letters (2000), 41(19), 3559-3562. DOI:10.1016/S0040- 4039(00)00462-7  Synthesis of PNU-95666E Wuts, Peter G. M. Current Opinion in Drug Discovery & Development (1999), 2(6), 557-564.  Semisynthesis of Taxol By Wuts, Peter G. M. Current Opinion in Drug Discovery & Development (1998), 1(3), 329-337. A new method for deprotection of benzothiazolesulfonamides using a thiol and base Wuts, Peter G. M.; Gu, Rui Lin; Northuis, Jill M.; Thomas, Collette L. Tetrahedron Letters (1998), 39(50), 9155-9156. DOI:10.1016/S0040- 4039(98)02107-8 Trimethylsilyl-directed aromatic sulfonation with sulfur trioxide-dioxane complexWuts, Peter G. M.; Wilson, Katherin E.  Synthesis (1998), (11), 1593-1595. DOI:10.1055/s-1998-2188 A cautionary note on the use of p-nitrobenzenesulfonamides as protecting groups Wuts, Peter G. M.; Northuis, Jill M. Tetrahedron Letters (1998), 39(23), 3889-3890. DOI:10.1016/S0040- 4039(98)00684-4  Improved Process for the Preparation of Tetrabutylammonium Anthracenesulfonate, a Precursor to Anthracenesulfonyl Chloride  Wuts, Peter G. M. Journal of Organic Chemistry (1997), 62(2), 430. DOI:10.1021/JO9615965  Stereoselective synthesis of a new hydroxyethylene dipeptide isostere Pheψ[CH2CH(OH)]Phe  Chen, Huaigu; Sawyer, T. K.; Wuts, Peter G. M.  Shanghai Keji Daxue Xuebao (1994), 17(3), 257-61. Stereoselective synthesis of Xaaψ[CH2CH(OH)]Yaa dipeptidomimetics and their inclusion in HIV-1 protease inhibitors Chen, Huai G.; Tustin, James M.; Wuts, Peter G. M.; Sawyer, Tomi K.; Smith, Clark W. International Journal of Peptide & Protein Research (1995), 45(1), 1-10. Bromine-Mediated Addition of Nucleophiles to the Electron-Rich Pyrimidine Subunit of Tirilazad  Cabaj, John E.; Wuts, Peter G. M.; Henegar, Kevin E. Journal of Organic Chemistry (1994), 59(17), 5090-2. DOI:10.1021/jo00096a068  Use of a ∆1-Piperidine for the Synthesis of a Differentially Protected Diamine Intermediate for the Preparation of the Iron Siderophore Desferrioxamine  Wuts, Peter G. M.; Cabaj, John E.; Havens, Jeff L. Journal of Organic Chemistry (1994), 59(21), 6470-1. DOI:10.1021/jo00100a061  Synthesis of a new hydroxyethylene dipeptide isostere Pheψ[CH2CH(OH)]Phe as HIV-1 protease inhibitor  Chen, Huai Gu; Sawyer, Tomi K.; Wuts, Peter G. M.  Zhongguo Yaoli Xuebao (1994), 15(1), 33-5. An effective method for the preparation of 21-chloro steroids using the Vilsmeier reagent Wuts, P. G. M.; Cabaj, J. E.; Maisto, K. D. Synthetic Communications (1993), 23(15), 2199-211. DOI:10.1080/00397919308018615  Synthesis of the hydroxyethylene isostere of Leu-Val  Wuts, Peter G. M.; Ritter, Allen R.; Pruitt, Lynn E. Journal of Organic Chemistry (1992), 57(25), 6696-700.  DOI:10.1021/jo00051a005  The addition of γ-(trimethylsilyl)allylboronates to imines Wuts, Peter G. M.; Jung, Yong Woon Journal of Organic Chemistry (1991), 56(1), 365-72. DOI:10.1021/jo00001a067  Synthesis of N-Boc-statine and epi-statineWuts, Peter G. M.; Putt, Sterling R.  Synthesis (1989), (12), 951-3. DOI:10.1055/s-1989-27442 An efficient synthesis of (4S)-(-)-4-isopropyl-2-oxazolidinone Wuts, Peter G. M.; Pruitt, Lynn E. Synthesis (1989), (8), 622-3.  DOI:10.1055/s-1989-27337  A novel synthesis of spironolactone. An application of the hydroformylation reaction  Wuts, Peter G. M.; Ritter, Allen R. Journal of Organic Chemistry (1989), 54(21), 5180-2. DOI:10.1021/jo00282a041  Synthesis of the cannabisativine skeleton via an intramolecular allylsilane-nitrone cycloaddition  Wuts, Peter G. M.; Jung, Yong Woon Journal of Organic Chemistry (1988), 53(26), 5989-94.  DOI:10.1021/jo00261a001  Application of allylboronates to the synthesis of carbomycin B  Wuts, Peter G. M.; Bigelow, Sean S. Journal of Organic Chemistry (1988), 53(21), 5023-34.  DOI:10.1021/jo00256a023  Synthesis of the dipeptide hydroxyethylene isostere of Leu-Val, a transition state mimic for the control of enzyme function Wuts, Peter G. M.; Putt, Sterling R.; Ritter, Allen R. Journal of Organic Chemistry (1988), 53(19), 4503-8.  DOI:10.1021/jo00254a016  Thermal and trimethylsilyl triflate catalyzed additions of allylsilanes to nitrones  Wuts, Peter G. M.; Jung, Yong Woon Journal of Organic Chemistry (1988), 53(9), 1957-65.  DOI:10.1021/jo00244a021  Improved procedure for the chromium(II)-mediated homoallylic alcohol synthesis Wuts, Peter G. M.; Callen, Gary R. Synthetic Communications (1986), 16(14), 1833-7.  DOI:10.1080/00397918608057208  The oxidation of aldehyde bisulfite adducts to carboxylic acids and their derivatives with dimethyl sulfoxide and acetic anhydride Wuts, Peter G. M.; Bergh, Carol L. Tetrahedron Letters (1986), 27(34), 3995-8.  DOI:10.1016/S0040- 4039(00)84893-5  Additions of allylboronates to sulfenimides Wuts, Peter G. M.; Jung, Yong Woon  Tetrahedron Letters (1986), 27(19), 2079-82. Carbon-carbon bond fragmentation through oxidative electrolysis of carboxylic acids and its application to the synthesis of malyngolide  Wuts, Peter G. M.; Cheng, Minn Chang Journal of Organic Chemistry (1986), 51(14), 2844-7.  DOI:10.1021/jo00364a053  Hydroformylation as a simple and efficient one carbon homologation of homoallylic alcohols. Synthesis of Prelog- Djerassi lactone  Wuts, P. G. M.; Obrzut, M. L.; Thompson, P. A. Tetrahedron Letters (1984), 25(37), 4051-4.  DOI:10.1016/S0040- 4039(01)90179-0  Asymmetric synthesis of (-)-exo-brevicomin. Chirality transfer from a chiral (tetrahydropyranyloxyallyl)boronate in the condensation with aldehydes Wuts, Peter G. M.; Bigelow, Sean S. Journal of the Chemical Society, Chemical Communications (1984), (12), 736-7. DOI:10.1039/c39840000736  A molecular mechanics approach to determining the diastereofacial selectivity in the reaction of asymmetric aldehydes with achiral enolates Wuts, Peter G. M.; Walters, Michael A. Journal of Organic Chemistry (1984), 49(23), 4573-4.  DOI:10.1021/jo00197a063  Studies directed toward the synthesis of ionomycin(I): synthesis of the furanoid fragment Wuts, Peter G. M.; D'Costa, Rosario; Butler, William Journal of Organic Chemistry (1984), 49(14), 2582-8.  DOI:10.1021/jo00188a014  Allylboronate synthesis. Synthesis of a β-alkoxy carbanion equivalent Wuts, Peter G. M.; Thompson, Paul A.; Callen, Gary R. Journal of Organic Chemistry (1983), 48(26), 5398-400. DOI:10.1021/jo00174a060  Total synthesis of oleandrose and the avermectin disaccharide, benzyl α-L-oleandrosyl-α-L-4-acetoxyoleandroside Wuts, Peter G. M.; Bigelow, Sean S. Journal of Organic Chemistry (1983), 48(20), 3489-93.  DOI:10.1021/jo00168a022  A stereoselective synthesis of (±)-exobrevicomin; synthetic applications of γ-alkoxyallylboronates Wuts, Peter G. M.; Bigelow, Sean S. Synthetic Communications (1982), 12(10), 779-85.  DOI:10.1080/00397918208061917  An electrochemical ketal synthesis from 2-carboxy-2-allyltetrahydropyrans Wuts, Peter G. M.; Sutherland, Colin Tetrahedron Letters (1982), 23(39), 3987-90. DOI:10.1016/S0040- 4039(00)88676-1  Preparation of halomethaneboronates Wuts, Peter G. M.; Thompson, Paul A. Journal of Organometallic Chemistry (1982), 234(2), 137-41.  DOI:10.1016/S0022-328X(00)85850-7  γ-Alkoxyallylboronates as useful reagents for preparation of differentially protected diol derivatives Wuts, Peter G. M.; Bigelow, Sean S. Journal of Organic Chemistry (1982), 47(12), 2498-500.  DOI:10.1021/jo00133a059  3-Acyltetramic acid antibiotics. 1. Synthesis of tirandamycic acid Ireland, Robert E.; Wuts, Peter G. M.; Ernst, Beat Journal of the American Chemical Society (1981), 103(11), 3205-7.  DOI:10.1021/ja00401a047  An expedient procedure for the purification of the copper(I) bromide-dimethyl sulfide complex Wuts, Peter G. M. Synthetic Communications (1981), 11(2), 139-40.  DOI:10.1080/00397918108064294  Stereorational total synthesis of the marine diterpene dictyolene and its C-11 epimer Marshall, James A.; Wuts, Peter G. M. Journal of the American Chemical Society (1978), 100(5), 1627-9.  DOI:10.1021/ja00473a063  Stereocontrolled total synthesis of α- and β-santonin  Marshall, James A.; Wuts, Peter G. M. Journal of Organic Chemistry (1978), 43(6), 1086-9.  DOI:10.1021/jo00400a013  The synthesis of hydronaphthalenes from m-toluic acid via cyclization of thioacetal monosulfoxides  Marshall, James A.; Wuts, Peter G. M. Synthetic Communications (1977), 7(3), 233-7.  DOI:10.1080/00397917708050740  Stereoselective synthesis of racemic occidentalol and related cis-fused hexahydronaphthalenes from m-toluic acid Marshall, James A.; Wuts, Peter G. M. Journal of Organic Chemistry (1977), 42(10), 1794-8.  DOI:10.1021/jo00430a027 Stereochemical course of the cyclization of olefinic aldehydes Andersen, N. H.; Uh, Hong-Sun; Smith, S. E.; Wuts, Peter. G. M. Journal of the Chemical Society, Chemical Communications (1972), (16), 956-7. DOI:10.1039/c39720000956 

Preparation of Aureobasidin A derivatives as antifungal agents Wuts, Peter; Elhammer, Ake P. PCT Int. Appl. (2012), WO 2012134989 A1 20121004 Preparation of nucleoside phosphonates and analogs as antiviral and antitumor agentsDong, Steven; Wuts, Peter G. M.  PCT Int. Appl. (2011), WO 2011031567 A1 20110317 Microbial method for hydrolysis and oxidation of androst-5-ene and pregn-5-ene steroid esters White, Michael Jon; Beck, Doris M.; Wuts, Peter Guillaume Marie; Gilbert, Ivan Gale  U.S. Pat. Appl. Publ. (2004), US 20040265948 A1 20041230 Processes for preparing C-7 substituted steroids from 5-androsten-3β-ol-17-one Wuts, Peter Guillaume Marie  U.S. Pat. Appl. Publ. (2004), US 20040097475 A1 20040520 Process for preparing S-(2-aminoethyl)-2-methyl-L-cysteine Wuts, Peter Guillaume Marie  PCT Int. Appl. (2004), WO 2004039772 A1 20040513 Process for preparing 5-androsten-3β-ol steroid intermediatesWhite, Michael J.; Wuts, Peter Guillaume Marie; Beck, Doris  U.S. Pat. Appl. Publ. (2004), US 20040034215 A1 20040219  Preparation of phenylisoserine esters by aminohydroxylation of olefins in the presence of acetamideWuts, Peter G. M.  PCT Int. Appl. (2001), WO 2001064625 A1 20010907 Preparation of (R)-5-methylamino-5,6-dihydro-4H-imidazo[4,5,1-ij]-quinolin-2(1H)-oneWuts, Peter Guillaume Marie  PCT Int. Appl. (2000), WO 2000046226 A1 20000810 Preparation and pharmaceutical composition of ∆12,13-isotaxol analogs for use as antineoplastic agentsWicnienski, Nancy A.; Kelly, Robert C.; Wuts, Peter G. M.  U.S. (1998), US 5821363 A 19981013 Process to prepare taxol and phenylisoserinate intermediatesWuts, Peter G. M.; Kelly, Robert C.  PCT Int. Appl. (1997), WO 9742167 A1 19971113 ∆12,13-iso-taxol analogs, antineoplastic use and pharmaceutical compositions containing themKelly, Robert C.; Wuts, Peter G. M.; Wicnienski, Nancy Anne  PCT Int. Appl. (1995), WO 9520582 A1 19950803 Preparation of benzyl N-[5-(hydroxyimino)pentyl]carbamates and their use as intermediates for the preparation of deferoxamine  Wuts, Peter G. M. PCT Int. Appl. (1992), WO 9200957 A1 19920123 Intermediate for the preparation of deferoxamineWuts, Peter G. M.  U.S. (1991), US 5011976 A 19910430 Preparation of dipeptide hydroxyethylene isosteres and their intermediatesWuts, Peter G. M.  PCT Int. Appl. (1990), WO 9000166 A1 19900111 Processes and intermediates for the preparation of α-arylpropionic acidsWuts, Peter G. M.  Eur. Pat. Appl. (1988), EP 263205 A1 19880413 Processes and intermediates for the preparation of 2-arylpropionic acids as antiinflammatory agentsWuts, Peter G. M.  PCT Int. Appl. (1987), WO 8700519 A1 19870129

Patent Litigation

Taking a new molecule into clinical trials is an exciting time for your company. However, if the material cannot be adequately supplied, your vision for a life changing treatment may end prematurely. Wuts Chemistry Consulting can leverage our experience in API development to aid your path to market in the following areas:  — Route Design  — Route Improvement  — Route Troubleshooting

Synthetic Organic Chemistry

Process Development

Medicinal Chemistry

Patent protection is the life blood of your company. It is important for you to have an expert advisor available to you before, during and after executing a patent application. Wuts Chemistry Consulting has extensive experience in patent preparation with an eye towards covering multiple synthetic routes to ensure the highest amount of intellectual property is protected.

With over 40 years of laboratory experience, Wuts Chemistry Consulting can assist in the following areas of synthetic organic chemistry: — Heterocyles — Steroids — Carbohydrates — Protecting Group Selection — Label Incorporation — Interesting Synthetic Problems

Peter is the foremost expert in protecting groups and how to leverage them to your advantage in organic synthesis. He recently published an expanded version of the classic “Protective Groups in Organic Synthesis,” which has reached its 5th edition

Wuts Chemistry Consulting can assist your medicinal chemistry efforts by providing expertise in route design and development. By taking advantage of a scaleable, modular synthetic approach, your company can increase the number of analogs available for screening, thereby improving your odds for moving into the clinic. Our work with preparing Aureobasidin A analogs is a recent example of developing flexible synthesis for SAR.