Synthesis of stable water-soluble chemiluminescent...

C - Chemistry – Metallurgy – 07 – D

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260/446.1, 260/3

C07D 321/00 (2006.01) C07C 43/172 (2006.01) C07C 43/174 (2006.01) C07C 43/178 (2006.01) C07C 45/29 (2006.01) C07C 45/71 (2006.01) C07C 47/575 (2006.01) C07F 9/40 (2006.01) C07F 9/655 (2006.01) C07F 9/6561 (2006.01)

Patent

CA 2035029

A novel synthesis of compounds having the formula: (See formula I) wherein T is a stabilizing spiro-linked polycycloalkyli- dene group, R3 is a C1-C20 alkyl, aralkyl or heteroatom containing group, Y is an aromatic fluorescent chromo- phore, and Z is a cleavable group which, when cleaved, induces decomposition of the dioxetane ring and emission of optically detectable light, is disclosed. A tertiary phosphorous acid alkyl ester of the formula: (R1O)3P wherein R1 is a lower alkyl group, is reacted with an aryl dialkyl acetal produced by reacting a corresponding aryl aldehyde with an alcohol of the formula: R30H wherein R3 is as defined above, to produce a 1-alkoxy-1- aryl-methane phosphonate ester of the formula: (See formula II)

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