专利号:EP-2676962-A1 优先权日:2012-06-21 标 题 :Derivatives of 1-aminoalkylphosphonate diaryl esters, method of 1-aminoalkylphosphonate diaryl ester derivatives preparation and their application 发明人:SIENCZYK MARCIN; GRZYWA RENATA; PIETRUSEWICZ EWA; OLEKSYSZYN JOZEF; WINIARSKI LUKASZ; BURSTER TIMO; BOEHM OTTO 权利人:UNIV ULM; WROCLAW UNIVERSITY OF TECHNOLOGY 摘要:The subject of the invention relates to 1-aminoalkylphosphonate diaryl esters of formula I, in which Bt represents biotin, W is a hydrocarbon linker chain of 5 to 10 carbon atoms, Y is the amino acid residues in an amount of 0 to 4, R is a substituent corresponding to the side chain of valine, alanine, leucine, phenylalanine, 4-guanidinephenylglycine, or 2-aminobutyric acid (Abu), X is the hydrogen or a compound selected from the group consisting of mercaptomethyl (S-methyl), methoxy (O-methyl), or carboxymethyl, and their use as inhibitors of serine proteases, and the low molecular weight molecular probes to detect the catalytically active forms of the enzymes. n A process for preparing 1-aminoalkylphosphonate diaryl esters of formula I, in which Bt represents biotin, W is a hydrocarbon linker chain of 5 to 10 carbon atoms, Y is the amino acid residues in an amount of 0 to 4, R is a substituent corresponding to the side chain of valine, alanine, leucine, phenylalanine, 4-guanidinephenylglycine, or 2-aminobutyric acid (Abu), X is the hydrogen or a compound selected from the group consisting of mercaptomethyl (S-methyl), methoxy (O-methyl), or carboxymethyl relies on application of triaryl phosphite, obtained from the phenol substituted at para position phosphorus (III) chloride in refluxing acetonitrile and is subjected to amidoalkylation reaction with benzyl carbamate and an aldehyde such as acetaldehyde, propionic aldehyde, iso -butyric aldehyde, phenylacetic aldehyde, p-nitrobenzoic aldehyde and isovaleric aldehyde, followed by the synthesis of hydrobromide salts of 1-aminoalkylphosphonate diaryl esters, in which the benzyloxycarbonyl (Cbz) protective group is removed, and in the next step is reacted with an amino acid containing protected α-amino group in the presence of a coupling reagent. The resulting phosphonic dipeptide containing tert-butoxycarbonyl (t-Boc) protective group is subjected to deprotection of α-amino group and obtained dipeptidyl 1-aminoalkylphosphonate diaryl ester is coupled with another amino acid with protected α-amino group, biotin or a derivative thereof in a manner analogous to that described above.
专利号:US-6838581-B2 优先权日:2002-12-04 标题:Process for the preparation of enantiomerically pure 3-phenyl-3-hydroxypropylamine 发明人:KUMAR PRADEEP; PANDEY RAJESH KUMAR 权利人:COUNCIL SCIENT IND RES 摘要:The present invention relates to an improved process for the synthesis of enantiomerically pure 3-phenyl-3-hydroxypropylamine of formula I; more particularly the present invention relates to the said process using styrene; n n nthe synthetic strategy features a Sharpless asymmetric dihydroxylation (SAD) route to the target compound, using styrene, a readily accessible starting material gives the optically pure dihydroxy compound (ee >97%; the selective monotosylation of primary alcohol, nucleophilic displacement by cyano and subsequent reduction to amino group furnishes the desired 3-phenyl-3-hydroxypropylamine in enatiomerically pure form, a key intermediate in the synthesis of variety of oxetine related anti-depressant drugs.
专利号:US-2020407381-A1 优先权日:2018-03-20 标题:C-bulky p-chirogenic organophosphorus compounds 发明人:BAYARDON JÉRÔME; JAILLET ANTONIN; JUGÉ SYLVAIN 权利人:UNIV BOURGOGNE 摘要:In the field of organic phosphorus chemistry, especially the chemistry of bulky organophosphorus compounds, a process for the synthesis of compound of formula (I). This process is especially useful to obtain chiral bulky phosphorus compounds. The present invention also relates to compounds of formula (VII), (VIII), (IX) and (X) and their processes of manufacturing starting from a compound of formula (I).
专利号:CN-117646044-A 优先权日:2023-05-25 标 题 :Method and application of multi-enzyme cascade synthesis of (1R,2R)-4-methylsulfonylphenylserinol
专利号:RU-2014320-C1 优先权日:1987-09-15 标题:Method of synthesis of propenoic acid derivatives and their stereoisomers
专利号:US-7078406-B2 优先权日:2001-10-09 标 题 :Substituted diphenyloxazoles, the synthesis thereof, and the use thereof as fluorescence probes 发明人:CARVER JR THEODORE E; RINKER JAMES M 权利人:JOHNSON & JOHNSON PHARM RES 摘要:The present invention is directed to a compound of Formula I: n nwherein A, R 1 , and R 2 are defined herein. The present invention is also directed to compositions comprising compounds of Formula I, methods of using compounds of Formula I, and methods of making compounds of Formula I.
参考文献:10.1002/jms.970 摘要:Filippi A, Speranza M, Paladini A, De Carolis R, Guidoni AG, Laganà A, Satta M. Diastereoselective fragmentation of chiral alpha-aminophosphonic acids/metal ion aggregates. J Mass Spectrom. 2006 Jan;41(1):98–102. doi: 10.1002/jms.970.