β-Lactams, methods for the preparation of taxanes, and...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C549S511000, C546S196000, C546S207000, C514S449000

Reexamination Certificate

active

10969693

ABSTRACT:
Novel β-lactams finding utility as intermediates in the preparation of sidechain-bearing taxanes such as taxol and taxol derivatives. The present invention also relates to novel methods of coupling β-lactams to form such sidechain-bearing taxanes, and to novel sidechain-bearing taxanes.

REFERENCES:
patent: 4526718 (1985-07-01), Ross et al.
patent: 4680391 (1987-07-01), Firestone et al.
patent: 4814470 (1989-03-01), Colin et al.
patent: 4857653 (1989-08-01), Colin et al.
patent: 4876399 (1989-10-01), Holton et al.
patent: 4924011 (1990-05-01), Denis et al.
patent: 4924012 (1990-05-01), Colin et al.
patent: 5015744 (1991-05-01), Holton
patent: 5059699 (1991-10-01), Kingston
patent: 5136060 (1992-08-01), Holton
patent: 5175315 (1992-12-01), Holton
patent: 5229526 (1993-07-01), Holton
patent: 5243045 (1993-09-01), Holton et al.
patent: 5272171 (1993-12-01), Ueda et al.
patent: 5274124 (1993-12-01), Holton
patent: 5284864 (1994-02-01), Holton et al.
patent: 5646176 (1997-07-01), Golik et al.
patent: 400971 (1990-12-01), None
patent: 414610 (1991-02-01), None
patent: 495718 (1992-07-01), None
patent: 534707 (1993-03-01), None
patent: 534708 (1993-03-01), None
patent: 534709 (1993-03-01), None
patent: 537905 (1993-04-01), None
patent: 569281 (1993-11-01), None
patent: 90/10443 (1990-09-01), None
patent: 93/06079 (1993-04-01), None
patent: 93/06094 (1993-04-01), None
Lucatelli et al., Journal of Organic Chemistry, “Synthesis of C-3′ Methyl Taxotere (Docetaxel)”, vol. 67, pp. 9468-9470.
D.H.R. Barton et al., J. Chem. Soc. Perkin Trans., Asymmetric Synthesis of 1,3,4-Trisubstituted and 3,4-Disubstituted 2-Azetidinones: Strategy Based on Use of D-Glucosamine as a Chiral Auxiliary in the Staudinger Reaction:, pp. 3211-3212, 1990.
B.C. Borer et al., Tetrahedron Letters, “An Asymmetric Synthesis of a 3-Hydroxy-β-Lactam by Ketene-Imine Cycloaddition: Utilization of Chiral Ketenes From Carbohydrates”, vol. 32, No. 8, pp. 1039-1040, 1991.
R. Brieva et al., J. Org. Chem., “Chemoenzymatic Synthesis of the C-13 Side Chain of Taxol : Optically-Active 3-Hydroxy-4-Phenyl β-Lactam Derivatives” vol. 58, No. 5, pp. 1068-1075, 1993.
R.D.G. Cooper et al., Pure & Appl. Chem., “Chiral Control of the Staudinger Reaction”, vol. 59, No. 3, pp. 485-492, 1987.
J-N. Denis et al., J. Am. Chem. Soc., “A Highly Efficient, Practical Approach to Natural Taxol”, vol. 110, No. 17, pp. 5917-5919, 1988.
J-N. Denis et al., J. Org. Chem., “An Efficient, Enantioselective Synthesis of Taxol Side Chain”, vol. 51, No. 1, pp. 46-50, 1986.
G.I. Georg et al., Tetrahedron Letters, “An Improved Method for the Steroselective Synthesis of β-Lactams from Carboxylic Acids and Imines”, vol. 32, No. 5, p. 581-584, 1991.
G.I. Georg et al., Tetrahedron Letters, “Asymmetric Synthesis of β-Lactams and N-Benzoyl-3-Phenylisoserines Via the Staudinger Reaction”, vol. 32, No. 27, pp. 3151-3154, 1991.
N.F. Magri et al., J. Org. Chem., “Modified Taxols. 3. Preparation and Acylation of Baccatin III”, vol. 51, No. 16, pp. 3239-3242, 1986.
I. Ojiima et al., Tetrahedron, “New and Efficient approaches to the Semisynthesis of Taxol and its C-13 Side Chain Analogs by Means of β-Lactam Synthon Method”, vol. 48, No. 34, pp. 6985-7012, 1992.
I. Ojiima et al., Tetrahedron Letters, “New and Efficient Routes to Norstatine and its Analogs with High Enantiomeric Purity by β-Lactam Synthon Methods”, vol. 33, No. 39, pp. 5737-5740, 1992.
I. Ojima, et al., J. Org. Chem., “Efficient and Practical Asymmetric Synthesis of the Taxol C-13 Side Chain, N-Benzoyl-(2R,3S)-3-Phenylisoserine, and its Analogues via Chiral 3-Hydroxy-4-Aryl-β-Lactams Through Chiral Ester Enolate-Imine Cyclocondensation”, vol. 56, No. 5., pp. 1681-1683, 1991.
C. Palomo et al., Tetrahedron Letters, “Highley Steroselective Synthesis of α-Hydroxy β-Amono Acids Through β-Amino Acids Through β-Lactams: Application to the Synethesis of the Taxol and Bestatin Side Chains and Related Systems”, vol. 31, No. 44, pp. 6429-6432, 1990.
Greene, et al., “Protictive Groups in Organic Synthesis”, 2ndEdition, 1991, pp. 10-12.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

β-Lactams, methods for the preparation of taxanes, and... does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with β-Lactams, methods for the preparation of taxanes, and..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and β-Lactams, methods for the preparation of taxanes, and... will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3833834

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.