Compounds useful for the synthesis of (+)-discodermolide and...

Details Compounds useful for the synthesis of (+)-discodermolide and... Compounds useful for the synthesis of (+)-discodermolide and...

2005-03-01

2008-03-25

Saeed, Kamal A. (Department: 1626)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C560S312000

Reexamination Certificate

active

07348436

ABSTRACT:
Compounds and methods useful for the synthesis of (+)-discodermolide, a naturally occurring microtubule stabilizing agent useful as an anti-cancer agent.

REFERENCES:
patent: 4939168 (1990-07-01), Gunasekera et al.
patent: 5712146 (1998-01-01), Khosla et al.
patent: 5789605 (1998-08-01), Smith, III et al.
patent: 5840750 (1998-11-01), Longley et al.
patent: 6031133 (2000-02-01), Smith, III et al.
patent: 6096904 (2000-08-01), Smith, III et al.
patent: 6242616 (2001-06-01), Smith, III et al.
patent: 6506910 (2003-01-01), Kinder, Jr.
patent: 6531299 (2003-03-01), Khosla et al.
patent: 6558942 (2003-05-01), Khosla et al.
patent: 6870058 (2005-03-01), Smith, III et al.
patent: 2003/0087934 (2003-05-01), Kinder, Jr. et al.
patent: 2003/0153601 (2003-08-01), Kinder, Jr. et al.
patent: 2004/0048894 (2004-03-01), Smith, III et al.
patent: 2004/0073049 (2004-04-01), Koch et al.
patent: 2005/0049414 (2005-03-01), Myles et al.
patent: WO 03/080567 (2003-10-01), None
Brooks et al.,Tetrahedron Lett., 23 (48), 4991-4994 (1982), “Synthetic Studies of Polyene Macrolides, Synthesis of a C29-37 Fragment for Amphotericin B and Nystatin”.
Brown et al.,J. Chem. Soc. Chem. Comm., 1995, 1517-1518, “A Mutant Generated by Expression of an Engineered DEBS1 Protein from the Erythromycin-producing Polyketide Synthase (PKS) inStreptomyces coelicolorProduces the Triketide as a Lactone, but the Major Product is the nor-Analogue Derived from Acetate as Started Acid”.
Harried et al.,J. Org. Chem., 62, 6098 (1997), “Total Synthesis of (-)-Discodermolide: An Application of a Chelation-Controlled Alkylation Reaction”.
Harried et al.,J. Org. Chem., 68 (17), 6646-6660 (2003), “Total Synthesis of the Potent Microtubule-Stabilizing Agent (+)-Discodermolide”.
Hung et al.,J. Am. Chem. Soc., 118, 11054 (1996), “Syntheses of Discodermolides Useful for Investigating Microtubule Binding and Stabilization”.
Kao et al.,J. Am. Chem. Soc., 117, 9105-9106 (1995), Manipulation of a Macrolide Ring Size by Directed Mutagenesis of a Modular Polyketide Synthase.
Kim et al.,Biochemistry41, 10827-10833 (2002), “An Unexpected interacton between the Modular Polyketide Synthases, Erythromycin DEBS1 and Pikromycin PikAIV, Leads to Efficient Triketide Lactone Synthesis”.
Marshall et al.,J. Org. Chem., 63, 7885 (1998), “Total Synthesis of (+)-Discodermolide”.
Meyers et al.,J. Org. Chem., 39 (18), 2787-2793 (1974), “Oxazolines. XI. Synthesis of Functionalized Aromatic and Aliphatic Acids. A Useful Protecting Group for Car-boxylic Acids against Grignard and Hydride Reagents”.
Mickel et al.,Org. Proc. Res. Dev. 8 (1), 101 (2004), “Large-Scale Synthesis of the Anti-Cancer Marine Natural Product (+)-Discodermolide. Part 2: Synthesis of Fragments C1-6and C9-14”.
Mickel et al.,Org. Proc. Res. Dev.8 (1), 107 (2004), “Large-Scale Synthesis of the Anti-Cancer Marine Natural Product (+)-Discodermolide. Part 3: Synthesis of Fragment C51-21”.
Mickel et al.,Org. Proc. Res. Dev.8 (1), 113 (2004), “Large-Scale Synthesis of the Anti-Cancer Marine Natural Product (+)-Discodermolide. Part 4: Preparation of Fragment C7-24”.
Mickel et al.,Org. Proc. Res. Dev.8 (1), 122 (2004), “Large-Scale Synthesis of the Anti-Cancer Marine Natural Product (+)-Discodermolide. Part 5:Linkage of Fragment C1-6and C7-24and Finale”.
Mickel et al.,Org. Proc. Res. Dev.8 (1), 92 (2004), “Large-Scale Synthesis of the Anti-Cancer Marine Natural Product (+)-Discodermolide. Part 1: Synthetic Strategy and Preparation of a Common Precursor ”.
Nerenberg et al.,J. Am. Chem. Soc. 115, 12621 (1993), “Total Synthesis of the Immunosuppressive Agent (-)-Discodermolide”.
Paterson et al.,Angew. Chem. Int. Ed., 39, 377 (2000), “Total Synthesis of the Antimicrotubule Agent (+)-Disco-dermolide Using Boron-Mediated Aldol Reactions of Chiral Ketones”.
Paterson et al.,Eur. J. Org. Chem., 12, 2193 (2003), “The Development of a Practical Total Synthesis of Discodermolide, a Promising Microtubule-Stabilizing Anticancer Agent”.
Paterson et al.,J. Am. Chem. Soc., 123, 9535-9544 (2001), “A Practical Synthesis of (+)-Discodermolide and Analogues: Fragment Union by Complex Aldol Reactions”.
Paterson et al.,Org. Lett., 5, 35 (2003), “1,6-Asymmetric Induction in Boron-Mediated Aldol Reactions: Application to a Practical Total Synthesis of (+)-Discodermolide”.
Paterson et al.,Tetrahedron Lett., 41, 6935 (2000), “Synthesis of (+)-discodermolide and analogues by control of asymmetric induction in aldol reactions of y-chiral and (Z)-enals”.
Pieper et al.,J. Am. Chem. Soc., 117, 11373-11374 (1995), “Remarkably Broad Substrate Specificity of a Modular Polyketide Synthase in a Cell-Free System”.
Rowe et al.,Chemistry & Biology, 8, 475-485 (2001), “Engineering a polyketide with a longer chain by insertion of an extra module into the erythromycin-producing polyketide synthase”.
Smith et al.J. Am. Chem. Soc., 112, 8654-8664 (2000), “Evolution of a Gram-scale Synthesis of (+)-Discodermolide”.
Smith et al.,J. Am. Chem. Soc., 117, 12011 (1995), “Total Synthesis of (-)-Discodermolide”.
Smith et al.,Org. Lett., 1, 1823 (1999), “Gram-scale Synthesis of (+)-Discodermolide” (additions and correctionsOrg. Lett.2, 1983 (2000).
Weissman et al.,Chemistry&Biology, 5 (12), 743-754 (1998), “Evaluating precursor-directed biosynthesis towards novel erythromycins through in vitro studies on a bimodular polyketide synthase”.

Affiliated with

Also associated with

Rating

Compounds useful for the synthesis of (+)-discodermolide 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 Compounds useful for the synthesis of (+)-discodermolide and..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Compounds useful for the synthesis of (+)-discodermolide and... will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-3962211