专利号:US-3732199-A 优先权日:1971-03-15 标 题 :Peptide synthesis 发明人:SCHWARZ J 权利人:SQUIBB & SONS INC 摘要:IMPROVEMENT IN THE SYNTHESIS OF PEPTIDES INVOLVING THE FORMATION OF NOVEL ACTIVE INTERMEDIATES. THESE ACTIVE INTERMEDIATES ARE FORMED BY REACTION AT LOWERED TEMPERATRES OF AN IMIDYL HALIDE WITH THE TERTIARY AMMONIUM SALT OF THE ACID MOIETY OF AN AMINO ACID OR PEPTIDE. THE INTERMEDIATE THUS FORMED IS THEN REACTED WITH THE AMINO MOIETY OF THE AMINO ACID OR PEPTIDE TO BE COUPLED, THUS FORMING THE DESIRED PEPTIDE OR POLYPEPTIDE.
专利号:US-4271172-A 优先权日:1979-06-25 标 题 :6-Amino-spiro[penam-2,4'-piperidine]-3-carboxylic acids, antibacterial compositions thereof and method of use thereof 发明人:RODRIGUEZ LUDOVIC; LECLERCQ JACQUES; YKMAN PIERRE; COSSEMENT ERIC 权利人:UCB SA 摘要:6-Amino-spiro[penam-2,4'-piperidine]-3-carboxylic acids, salts and esters thereof of the formula ##STR1## wherein R 1 is hydrogen, benzyl or an alkali metal or ammonium ion and R 2 is methyl, phenyl or benzyl and process for preparing the same. n These compounds are useful as intermediates in the synthesis of a new group of antibiotics having properties similar to penicillins, besides own antibiotic activity with a broad antibacterial spectrum. Therefore, they are useful as antibacterials agents and as therapeutic agents for humans and for animals in the treatment of infectious diseases caused by Gram-positive and Gram-negative bacteria.
专利号:US-4171439-A 优先权日:1975-04-11 标 题 :Antibacterial analogs of isocephalosporins 发明人:CONWAY TERRY T; LIM GARY M F; MENARD MARCEL 权利人:BRISTOL MYERS CO 摘要:There is described the stereoselective total synthesis of novel DELTA 2,3-1,4-morpholine-2-carboxylic acids possessing a fused beta -lactam ring in the 1,6-position and carrying a substituent cis to carbon 5 in the 7-position of the fused ring system represented by the general formula I wherein Z is halo or hydroxyl and X is acylamino. Also included in the invention are compounds of the above formula in which the carboxyl group at the 2-position is protected as by an easily cleavable ester group and salts of both the free acids and carboxyl-protected compounds. The compounds are potent antibacterial agents.
专利号:US-4112230-A 优先权日:1975-04-11 标题 :Δ2,3 -1,4 Morpholine-2-carboxylic acid derivatives as antibacterial agents 发明人:MENARD MARCEL; LIM GARY M F; CONWAY TERRY T 权利人:BRISTOL MYERS CO 摘要:There is described the stereoselective total synthesis of novel DELTA 2,3-1,4-morpholine-2-carboxylic acids possessing a fused beta -lactam ring in the 1,6-position and carrying a substituent cis to carbon 5 in the 7-position of the fused ring system represented by the general formula I wherein Z is halo, hydroxyl, etherified hydroxyl or hydroxyl esterified with a carboxylic acid residue or a sulfonic acid residue and X is amino, azido or acylamino. Also included in the invention are compounds of formula I in which the carboxyl group at the 2-position is protected as by an easily cleavable ester group and salts of both the free acids and carboxyl-protected compounds of formula I. The compounds of formula I are potent antibacterial agents or are of use as intermediates in the preparation of such antibacterial agents.
专利号:US-4166906-A 优先权日:1975-04-11 标题:0-2-Isocephem-4-carboxylic acid derivatives as antibacterial agents 发明人:CONWAY TERRY T; LIM GARY M F; MENARD MARCEL 权利人:BRISTOL MYERS CO 摘要:There is described the stereoselective total synthesis of novel DELTA 2,3-1,4-morpholine-2-carboxylic acids possessing a fused beta -lactam ring in the 1,6-position and carrying a substituent cis to carbon 5 in the 7-position of the fused ring system represented by the general formula I wherein Z is hydroxyl esterified with a sulfonic acid residue and X is acylamino. Also included in the invention are compounds of the above formula in which the carboxyl group of the 2-position is protected as by an easily cleavable ester group and salts of both the free acids and carboxyl-protected compounds. The compounds are potent antibacterial agents.
专利号:US-3994883-A 优先权日:1972-12-27 标 题 :Penicillin and cephalosporin intermediates 发明人:BORREVANG POUL; GUDDAL ERLING; PETERSEN HENNING BORGE; FAARUP PETER; NIELSEN JORGEN ILUM 权利人:NOVO INDUSTRI AS 摘要:Novel penicillin and cephalosporin intermediates for the synthesis of 6-APA or 7-aminocephem compounds involving formation of a 6 or 7 phosphite amido compound and the conversion of such compound to a desired 6-APA or 7-aminocephem compound.
[参考文献]: Frycák P, Et Al. High Throughput Multiplexed Method For Evaluation Of Enantioselective Performance Of Chiral Selectors By Hplc-Esi-Ms And Dynamic Titration: Cinchona Alkaloid Carbamates Discriminating N-Blocked Amino Acids. Chirality. 2009 Nov;21(10):929-36.
合成参考文献
摘要:Mourad, A. K.; Czekelius, C., Science of Synthesis Knowledge Updates, (2011) 3, 59.