PHOSPHORAMIDITE DERIVATIVE AND METHOD OF PRODUCING RNA OLIGO Russian patent published in 2011 - IPC C07H19/167 C07H19/67 C07H1/00 C07C255/13 C07C323/12 

FIELD: chemistry.

SUBSTANCE: invention relates to phosphoramidite derivatives of general formula where B_x denotes adenine, guanine, cytosine, thymine or uracil, where the amine group of adenine, guanine and cytosine can be optionally protected by a protective group selected from acetyl and phenoxyacetyl; R¹ is a substitute of general formula in which R¹¹, R¹² and R¹³ are identical or different, and each denotes hydrogen or alkoxy; R^2a and R^2b are identical or different, and each denotes alkyl; and WG¹, WG² denote a cyano group. The invention also pertains to a multistep method of producing the said compounds. The invention also relates to intermediate compounds of the said method, namely: an intermediate ether compound of general formula where L is a halogen or a C1-C5alkylthio group; WG¹ is a cyano group; an intermediate compound of general formula where B_x denotes adenine, guanine, cytosine, thymine or uracil, where the amine group of adesine, guanine and cytosine can be optionally protected by a protective group selected from an acetyl group and a phenoxyacetyl group; and WG¹ denotes a cyano group; an intermediate compound of general formula where B_x is as described above; R¹ is a substitute of general formula (2); an intermediate compound of general formula where B_x is as described above; A is a silicon-containing substitute of general formula or where R⁶ denotes alkyl and WG¹ denotes a cyano group. The invention also relates to a method of producing an oligonucleotide of general formula where each B independently denotes adenine, guanine, cytosine, uracil or thymine; each R independently denotes H or hydroxyl and at least one of R denotes hydroxyl; Z denotes H or a phosphate group; and n is an integer between 1 and 100, involving steps A-G, characterised by use of said phosphoramidite derivatives as a monomer compound of nucleic acid at step B.

EFFECT: high yield.

7 cl, 1 dwg, 21 ex