Reacting polyalkylene oxide with base, tertiary alkyl...

Details Reacting polyalkylene oxide with base, tertiary alkyl... Reacting polyalkylene oxide with base, tertiary alkyl...

2011-08-02

2011-08-02

Sellers, Robert (Department: 1765)

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

Mixing of two or more solid polymers; mixing of solid...

C424S094400, C424S094500, C424S179100, C525S054100

Reexamination Certificate

active

07989554

ABSTRACT:
A new method of preparing a tertiary alkyl ester of a polyalkylene oxide is provided. The new method employs milder conditions that avoid the back reaction to the starting polyalkylene oxide. The tertiary alkyl ester of a polyalkylene oxide is then reacted with a suitable acid to produce a polyalkylene oxide acid.

REFERENCES:
patent: 4179337 (1979-12-01), Davis et al.
patent: 4315074 (1982-02-01), Royer
patent: 4412989 (1983-11-01), Iwashita et al.
patent: 4645741 (1987-02-01), Inada
patent: 4670417 (1987-06-01), Iwasaki et al.
patent: 4760176 (1988-07-01), Halpern et al.
patent: 4814098 (1989-03-01), Inada et al.
patent: 4925968 (1990-05-01), Sestanj et al.
patent: 5006333 (1991-04-01), Saifer et al.
patent: 5122514 (1992-06-01), Boger et al.
patent: 5122614 (1992-06-01), Zalipsky
patent: 5145992 (1992-09-01), Mueller et al.
patent: 5183660 (1993-02-01), Ikeda et al.
patent: 5278303 (1994-01-01), Krepinsky et al.
patent: 5283317 (1994-02-01), Saifer et al.
patent: 5298643 (1994-03-01), Greenwald
patent: 5321095 (1994-06-01), Greenwald
patent: 5349001 (1994-09-01), Greenwald et al.
patent: 5389381 (1995-02-01), Phillips et al.
patent: 5389647 (1995-02-01), Baker et al.
patent: 5436369 (1995-07-01), Bronson et al.
patent: 5453517 (1995-09-01), Kuhn et al.
patent: 5489594 (1996-02-01), Bovy et al.
patent: 5527791 (1996-06-01), Betts et al.
patent: 5545698 (1996-08-01), Barany et al.
patent: 5605976 (1997-02-01), Martinez et al.
patent: 5847003 (1998-12-01), Ptchelintsev et al.
patent: 6756037 (2004-06-01), Greenwald et al.
patent: 2004/0053976 (2004-03-01), Martinez et al.
patent: 2005/0214250 (2005-09-01), Harris et al.
patent: 0126942 (1984-05-01), None
patent: 0 824 126 (2003-06-01), None
patent: 9324476 (1993-12-01), None
patent: 95/11924 (1995-05-01), None
patent: 96/23794 (1996-08-01), None
McMurry, John. Organic Chemistry, 6thed. Brooks/Cole-Thomson Learning: Belmont, CA. 2004, p. 791.
G. Marc Loudon, Organic Chemistry, Addison-Wesley Publishing Company, D3, pp. 1057-1058.
Richard B. Greenwald, et al., Poly(ethylene glycol) Conjugated Drugs and Prodrugs . . . , Critical Reviews in Therapeutic Drug Carrier Systems, vol. 17(2), pp. 101-161 (2000).
Yuichi Ohya, et al., Synthesis and Cytotoxic Activity of Conjugates of Monomethoxy . . . , Journal of Bioactive and Compatible Polymers, vol. 10, Jan. 1995.
Royer et al., Peptide synthesis in water and the use of immobilized carboxypeptidase Y for deprotection, Journal of the American Chemical Society 101:3394-3396, 1979.
Veronese et al. (“Preparation, Physico-Chemical and Pharmacokinetic Characterization of Monomethoxypoly (ethyleneglycol)-Derivatized Superoxide Dismutase,” J. Controlled Release 10: 145-154 (1989)).
Greenwald et al., “Drug Delivery Systems: Water Soluble Taxol 2′-Poly(ethylene glycol) Ester Prodrugs—Design and in Vivo Effectiveness,” J. Med. Chem 39 424-431 (Jan. 19, 1996).
Greenwald et al., “Drug Delivery Systems. 2. Camptothecin 20-O-Poly(ethylene glycol) Ester Transport Forms”, J. Med. Chem. 39(10) 1938-1940 (May 10, 1996).
March, “Advanced Organic Chemistry”, John Wiley & Sons, 1992 pp. 386-387.
Yamazaki et al., “Palladium-Catalyzed Asymmetric Amination using Novel Types of Chiral Biphosphine Ligands (BHMPs),” Tetrahedron: Asymmetry 6(1):51-54 (1995).
Reetz et al., “Stereoselevtive Syntheses of alpha-Hydroxy-gamma-amino Acids: Possible gamma-Turn Mimetics,” J. Chem. Soc. Commun. 1605-1606 (1995).
Burke et al., “A Short Route to Avenaciolide & Isoavenaciolide via Radical Cyclization,” Tetrahedron Letters 35(32) 5841-44 (1994).
Takahashi et al., “A New Method for the Introduction of Carbon-Carbon Triple Bond at C-13 in PG Synthesis. A Stereocontrolled Synthesis of ZK 96 480,” J. Org. Chem. 53:1227-31 (1988).
Rubini et al., “Synthesis of Isoteric Methylene-Oxy Psuedodipeptide Analogues as Novel Amide Bond Surrogate Units,” Tetrahedron 42(2) 6039-45 (1986).
Shibasaki et al., “Synthesis of Cis-Bicyclo[4.3.0]Non-2-ene Derivatives. The potent Homosocarbacyclin Analogs,” Chem. Pharm. Bull. 37 (6)( 1647-49 (1989) (Communication to the Editor).
Lee et al., “Syntheses and Reactions of 2-Halo-5-thiazolecarboxylates,” J. Heterocyclic Chem. 22: 1621-1630 (1985).
Ayra et al., “Rapid Syntesis and Introduction of a Protected EDTA-like Group during the Solid-Phase Assembly of Particles,” Bioconjugate Chem. 2: 323-336 (1991).
Abraham et al., “Design, Synthesis, and Testing of Potential Antisickling Agents. 5. Disubstituted Benzoic Acids Designed for the Donor Site and Proline Salicylates Designed for the Acceptor Site,” J. Med. Chem 27: 11549-1559 (1984).
Streitweiser & Heathcock, “Introduction to Organic Chemistry”, Macmillan, New York & London, 1976.
Eur. Polym. J. vol. 19 No. 12 pp. 1177-1183 (1983).
Biotechnology and Applied Biochemistry 9. 258-268 (1987).
Advanced Drug Delivery Reviews 6 (1991) 133-151.
Cancer Biochem. Biophys. (1984) vol. 7 pp. 175-186.
Polymer Bulletin 18, 487-493 (1987).
Journal of Polymer Science: Polymer Chemistry Edition, vol. 22 pp. 341-352 (1984).
Int. Arch Allergy Appl. Immun. 64: 84-99 (1981).
Dal Pozzo et al., Chem. Abstracts 112:56926 (1989).

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