Analogs of discodermolide and dictyostatin-1, intermediates...

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

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C560S001000

Reexamination Certificate

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07122686

ABSTRACT:
A compound of the following structure:wherein R1is H, an alkyl group, an aryl group, an alkenyl group, an alkynyl group, or a halogen atom;R2is H, an alkyl group, an aryl group, a benzyl group, a trityl group, —SiRaRbRc, CH2ORd, or CORe;Ra, Rband Rcare independently an alkyl group or an aryl group;Rdis an alkyl group, an aryl group, an alkoxylalkyl group, —RiSiRaRbRcor a benzyl group, wherein Riis an alkylene group;Reis an alkyl group, an allyl group, a benzyl group, an aryl group, an alkoxy group, or —NRgRh, wherein Rgand Rhare independently H, an alkyl group or an aryl group;R3is (CH2)nwhere n is and integer in the range of 0 to 5, —CH2CH(CH3)—, —CH═CH—, —CH═C(CH3)—, or —C≡C—;R4is (CH2)pwhere p is an integer in the range of 4 to 12, —(CHRk1)y1(CHRk2)y2(CHRk3)y3(CHRk4)y4(CHRk5)y5C(Rs1)═C(Rs2)C(Rs3)═C(Rs4)—, —(CHRk1)y1(CHRk2)y2(CHRk3)y3(CHRk4)y4(CHRk5)y5CH(Rs1) CH(Rs2)C(Rs3)═C(Rs4)—, —(CHRk1)y1(CHRk2)y2(CHRk3)y3(CHRk4)y4(CHRk5)y5C(Rs1)═C(Rs2)CH(Rs3)CH(Rs4)—, —(CHRk1)y1(CHRk2)y2(CHRk3)y3(CHRk4)y4(CHRk5)y5CH(Rs1) CH(Rs2)CH(Rs3)CH(Rs4)—, wherein y1 and y2 are 1 and y3, y4 and y5 are independently 0 or 1, Rk1, Rk2, Rk3, Rk4and Rk5are independently H, CH3, or OR2a, and Rs1, Rs2, Rs3, and Rs4are independently H or CH3, wherein R2ais H, an alkyl group, an aryl group, a benzyl group, a trityl group, —SiRaRbRc, CH2ORd, or CORe; andR5is H or OR2b, wherein R2bis H, an alkyl group, an aryl group, an aryl group, a benzyl group, a trityl group, —SiRaRbRc, CH2ORd, or CORe; provided that the compound is not dictyostatin 1.

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