1623-19-4Relevant articles and documents
METHOD FOR PRODUCING ORGANOPHOSPHORUS COMPOUND
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Paragraph 0048; 0079, (2020/05/02)
PROBLEM TO BE SOLVED: To provide a method for producing an organophosphorus compound which has excellent energy efficiency without containing a halogenated alkyl or a by-product derived from a halogenated alkyl. SOLUTION: There is provided a method for producing an organophosphorus compound by reacting a trivalent organophosphorus compound represented by the following general formula (1) in the presence of a super strong acid and/or at least one acid catalyst containing a solid superstrong acid catalyst to generate a pentavalent organophosphorus compound represented by the following general formula. (where Z1 represents OR2 or R2; Z2 represents OR3 or R3; R1, R2 and R3 represent an alkyl group, an alkenyl group or the like; when R2 and R3 are an alkyl group or the like, R2 and R3 may be bonded to each other to form a cyclic structure; and R1 may be a hydrogen atom.) SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT
Method for preparing unsaturated propyl phosphite ester and unsaturated propyl phosphate
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Paragraph 0069-0072, (2019/08/15)
The invention relates to a method for preparing unsaturated propyl phosphite ester or unsaturated propyl phosphate. The unsaturated propyl phosphite ester is selected from triallyl phosphite and tripropargyl phosphite, and the unsaturated propyl phosphate is selected from triallyl phosphate and tripropargyl phosphate. The method comprises the steps: enabling phosphorus trichloride or phosphorus oxychloride to react with allyl ester to form triallyl phosphite or triallyl phosphate; or enabling phosphorus trichloride or phosphorus oxychloride to react with propargyl ester to form propargyl phosphite or propargyl phosphate. The method for preparing unsaturated propyl phosphite ester or unsaturated propyl phosphate does not need any catalyst, and a by-product acyl chloride compound has a low boiling point and is easy to separate so that the unsaturated propyl phosphite ester or unsaturated propyl phosphate with high yield and high purity can be obtained.
Chemistry of α-Aminonitriles. Formation of 2-Oxoethyl Phosphates ('Glycolaldehyde Phosphates') from rac-Oxiranecarbonitrile and on (Formal) Constitutional Relationships between 2-Oxoethyl Phosphates and Oligo(hexo- and pentopyranosyl)nucleotide Backbones
Pitsch, Stefan,Pombo-Villar, Esteban,Eschenmoser, Albert
, p. 2251 - 2285 (2007/10/02)
Oxiranecarbonitrile in basic aqueous solution at room temperature reacts regioselectively with inorganic phosphate to give the cyanohydrin of 2-oxoethyl phosphate ('glycolaldehyde phosphate'), a source of (the hydrate of) the free aldehyde, preferably in the presence of formaldehyde.In aqueous phosphate solution buffered to nearly neutral pH, oxiranecarbonitrile produces the phosphodiester of glycolaldehyde as its bis-cyanohydrin in good yield.In contrast to mono- and dialkylation, trialkylation of phosphate with oxiranecarbonitrile is difficult, and the triester derivative is highly sensitive to hydrolysis.Glycolaldehyde phosphate per se is of prebiotic interest, since it had been shown to aldomerize in basic aqueous solution regioselectively to rac-hexose 2,4,6-triphosphates and- in the presence of formaldehyde - mainly to rac-pentose 2,4-diphosphates with, under appropriate conditions, rac-ribose 2,4-diphosphate as the major reaction product.However, the question as to whether oxiranecarbonitrile itself has the potential of having been a prebiological natural constituent remains unanswered.Backbone structures of hexopyranosyl-oligonucleotides with phosphodiester linkages specifically between the positions 6'->4',6'->2', or 4'->2' of the sugar residues can formally be derived via the (hypothetical) aldomerization pathway, a combinatorial intermolecular aldomerization of glycolaldehyde phosphate and bis(glycolaldehyde)phosphodiester in a 1:1 ratio.The constitutional relationships revealed by this synthetic analysis has played a decisive role as a selection criterion in the pursuit of our experimental studies toward a chemical etiology of the natural nucleic acids' structure.The Discussion in this paper delineates how the analysis contributed to the conception of the structure of p-RNA.The English Footnotes to Schemes 1-11 provi de an extension of this summary.
