US5254691A
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Phosphorylating agent and method for forming phosphodiester bond using the same
Assignee: Fujifilm Holdings Corp
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Filing: 1993-02-22
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Granted: 1993-10-19
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Expires: 2013-02-22
Abstract
Abstract A phosphorylating agent represented by the following general formula [1]: ##STR1## wherein R represents a protective group of the phosphoric acid; and X represents a heterocyclic residue represented by the following general formula [2]: ##STR2## wherein Y represents a single bond or an oxygen or sulfur atom; Z represents a heterocyclic nucleus comprising at least one nitrogen atom as a ring-forming element and may be condensed with another aromatic ring; and W represents one or more substituents other than a hydrogen atom. The phosphorylating agent is stable, can rapidly proceed phosphodiester bond-forming reactions in good selectivity under mild conditions and thus makes it possible to perform a reaction even in a relatively large scale.
Inventors
- 👤 Hideto Mori
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 10:32
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/6524; C07F9/06; C07F9/08; C07F9/09; C07F9/6515; C07F9/6518; C07F9/65188; C07F9/6527; C07F9/653; C07F9/65324; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
143 words
A phosphorylating agent represented by the following general formula (1): ##STR41## wherein R represents a protective group for phosphoric acid; and X represents a heterocyclic residue represented by the following general formula (2): ##STR42## wherein Y represents a single bond, an oxygen or a sulfur atom; Z represents a heterocyclic nucleus comprising at least one nitrogen atom as a ring-forming element which may be condensed with another aromatic ring; and W is selected from the group consisting of halogen atoms and phenyl, nitro, sulfo, alkoxycarbonyl, aryloxycarbonyl, alkylsulfonyl, arylsulfonyl and cyano groups, provided that the heterocyclic residue of the formula (2) may have two or more W groups as substituents; wherein the nitrogen atom-containing heterocyclic ring is an azole ring, a heterocyclic ring comprising at least one nitrogen atom and other hetero atoms selected from oxygen, sulfur and selenium atoms or a cyclic imide.
Claim 2
Dependent Claim
143 words
A phosphorylating agent represented by the following general formula (1): ##STR41## wherein R represents a protective group for phosphoric acid; and X represents a heterocyclic residue represented by the following general formula (2): ##STR42## wherein Y represents a single bond, an oxygen or a sulfur atom; Z represents a heterocyclic nucleus comprising at least one nitrogen atom as a ring-forming element which may be condensed with another aromatic ring; and W is selected from the group consisting of halogen atoms and phenyl, nitro, sulfo, alkoxycarbonyl, aryloxycarbonyl, alkylsulfonyl, arylsulfonyl and cyano groups, provided that the heterocyclic residue of the formula (2) may have two or more W groups as substituents; wherein the nitrogen atom-containing heterocyclic ring is an azole ring, a heterocyclic ring comprising at least one nitrogen atom and other hetero atoms selected from oxygen, sulfur and selenium atoms or a cyclic imide.
Claim 3
Dependent Claim
12 words
The phosphorylating agent of claim 1, wherein said phosphorylating agent is: ##STR43##
Claim 4
Dependent Claim
12 words
The phosphorylating agent of claim 1, wherein said phosphorylating agent is: ##STR44##
Claim 5
Dependent Claim
12 words
The phosphorylating agent of claim 1, wherein said phosphorylating agent is: ##STR45##
Claim 6
Dependent Claim
12 words
The phosphorylating agent of claim 1, wherein said phosphorylating agent is: ##STR46##
Claim 7
Dependent Claim
12 words
The phosphorylating agent of claim 1, wherein said phosphorylating agent is: ##STR47##
Claim 8
Dependent Claim
12 words
The phosphorylating agent of claim 1, wherein said phosphorylating agent is: ##STR48##
Claim 9
Dependent Claim
23 words
The phosphorylating agent of claim 1, wherein the protective group R is selected from the group consisting of aryl, alkyl and allyl group.
Claim 10
Dependent Claim
28 words
The phosphorylating agent of claim 8, wherein the protective groups R is selected from the group consisting of phenyl, o-chlorophenyl, methyl, 2,2,2-trichloroethyl, 2,2,2-tribromoethyl, 2-cyanoethyl, cyclopropylmethyl and allyl groups.
Claim 11
Dependent Claim
17 words
The phosphorylating agent of claim 9, wherein the protective group R is a phenyl or methyl group.
Claim 12
Dependent Claim
33 words
The phosphorylating agent of claim 1, wherein the nitrogen atom-containing heterocyclic ring is selected from the group consisting of imidazole, pyrazole, triazole, tetrazole, benzopyrazole, benzotriazole, pyrazolotriazole, oxazole, thiazole, benzothiazole, benzoxazole and cyclic imides.
Claim 13
Dependent Claim
31 words
The phosphorylating agent of claim 1, wherein the phenyl group and the alkyl moieties of the substituent W are substituted with a halogen atom, a nitro group and/or an alkoxycarbonyl group.
Claim 14
Dependent Claim
20 words
The phosphorylating agent of claim 1, wherein pKa of a conjugated acid of X, HX, ranges from 3.0 to 9.0.
References Cited (Backward Citations)
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