| 主权项 |
1. A process for preparing a compound of general formula (I)wherein:
—R1 is selected from the group consisting of —Ar—CO—Z, a hydrogen atom (—H), -LH, -G and -L-G; —R3, —R4, —R6 and —R7 are each independently selected from the group consisting of —(Ar)m—CO—Z, a hydrogen atom (—H), -L-H, -G and -L-G, wherein exactly one of the substituents R1, R3, R4, R6 and R7 is —Ar—CO—Z or —(Ar)m—CO—Z, respectively; —m is 0 or 1; —R2 and —R5 are each independently selected from the group consisting of a hydrogen atom (—H), -L-H, -G and -L-G; —S1 and —S2 are each independently selected hydrophilic groups of formula —C≡C-L′-A; —Ar is a C5-C14 arylene or heteroarylene, substituted by the group —CO—Z; —Z is selected from the group consisting of —OH, —O-succinimide, —O-maleimide, -N-glycine, —N-lysine, —Y-L″-COOH and —Y-L″-SH where Y is N or O; —L and -L″ are each independently selected from the group consisting of a single bond, an optionally branched C1-C10 carbon chain, a C6-C16 arylene, a C2-C4 alkynylene, a linear or branched C1-C20 carbon chain interrupted by 1 to 10 oxygen atoms, a linear or branched saturated C1-C20 carbon chain interrupted by one to four amide functions —CO—NH—, a nucleotide segment and a sugar segment; —G is selected from the group consisting of succinimidyl ester, sulfa-succinimidyl ester, isothiocyanate, isocyanate, iodoacetamide, maleimide, sulfonyl halides, phosphoramidates, C2-C5 alkylimidates, C6-C10 arylimidates, acid halides, hydrazines substituted with a C1-C4 alkyl, hydroxylamines substituted with a C1-C4 alkyl, carbodiimides and perfluoro-phenols; —L′ is selected from the group consisting of a single bond, a C1-C10 alkenylene and a linear or branched saturated C1-C20 carbon chain interrupted by 1 to 10 oxygen atoms; and —A is selected from the group consisting of C1-C4 alkyl, a phosphate group and a sulfonate group,said process comprising
transforming the synthetic intermediate
P—(Ar)m-Qinto a compound of general formula (I) by reacting the intermediate with a carbon source in the presence of a nucleophile selected from the group consisting of water, an alcohol, an amine and a thiol, and of a palladium-containing catalyst;wherein
P is a structure identical to the compound of general formula (I) with the exception of the radical R1 or R3 or R4 or R6 or R7 depending on which is the group —Ar—CO—Z for R1 or —(Ar)m—CO—Z for R3 or R4 or R6 or R7, said radical being a bond linked to —(Ar)m-Q, Ar is as defined for the general formula (I), m is 0 or 1, with m being 1 when R1 is —Ar—CO—Z and Q is selected from the group consisting of a halogen atom, an —O-triflate, an —O-tosylate and an —O-mesylate. |
