CAS: 50370-12-2; (6R,7R)-7-((R)-2-Amino-2-(4-Hydroxyphenyl)Acetamido)-3-Methyl-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid

上下游产品

cefadroxil D-2-p-hydroxyphenylglycine methyl ester 7-aminodesacetoxycephalosporanic acid 3-deacetyloxy-7-amin°Cephalosporanic acid2-hydroxy-3-(p-hydroxyphenyl)-6-methylpyrazine 3-hydroxy-4-methyl-2(5H)-thiophenone 4-hydroxyphenylglycylcefadroxil

Cefadroxil/2,7-Dihydroxynaphthalene Complex置于盐酸体系中,用 水,乙酸乙酯 作为反应溶剂,化学反应 0.5H,以95%的收率获得产物头孢羟氨苄
参考文献:使用包合诱导的不对称转化通过偶联 β-内酰胺核和外消旋氨基酸侧链合成头孢菌素类抗生素
标题:使用包合诱导的不对称转化通过偶联 β-内酰胺核和外消旋氨基酸侧链合成头孢菌素类抗生素
摘要:头孢菌素类抗生素头孢氨苄,头孢拉定和头孢羟氨苄是通过将它们的β-内酰胺核和外消旋氨基酸侧链前体偶联而成的.最初获得的头孢菌素差向异构体混合物经过包合诱导的不对称转化,导致表头孢菌素差向异构化为具有正确非对映体构型的头孢菌素.
DOI:10.1002/1099-0690(200105)2001:10<1817::Aid-Ejoc1817>3.0.Co;2-C

专利信息

专利号:EP-2173892-B8
优先权日:2007-07-27
标题:Process for the preparation of immobilised recombinant Penicillin Acylase biocatalyst from Achromobacter sp CCM 4824 expressed in E. coli BL21 CCM 7394 and its use for the synthesis of beta-lactam antiobiotics
发明人：DATLA ANUPAMA; RAJASEKAR VYASARAYANI WILLIAMS; KYSLIK PAVEL; BECKA STANISLAV; KRISHNAKANT ASHAR TRUPTI; YOGESH ZAMBRE SUJATA; NIKUNJ KUMAR
权利人:FERMENTA BIOTECH LTD
摘要:The present invention discloses isolation of Penicillin Acylase (PA) from Achromobacter sp CCM 4824 expressed in recombinant strain E. coli BL21 CCM 7394 bearing the recombinant plasmid pKXIP1 and processing of PA into biocatalyst useful for the industrial synthesis of antibiotics. More particularly the invention discloses a synthesis of semi-synthetic β-lactam antibiotics in the reaction mixture consisting of activated acyl-donor (D-p-hydroxyphenylglycine methyl ester or amide for Amoxicillin and Cefadroxil; D-phenylglycine methyl ester or amide for Ampicillin and Cephalexin) and nucleophile (6-APA or 7-ADCA) catalyzed by PA obtained from recombinant E. coli BL21 CCM 7394 as the biocatalyst.

专利号:WO-2011113486-A1
优先权日:2010-03-17
标 题 :Process for the synthesis of hydroxyphenylglycine esters
发明人：PALLARES BAYO ANTONIO; LOPEZ SANCHEZ RAMON; SANTIANDREU LOPEZ RICARDO MANUEL
权利人:DERETIL S A; PALLARES BAYO ANTONIO; LOPEZ SANCHEZ RAMON; SANTIANDREU LOPEZ RICARDO MANUEL
摘要:The present invention refers to a process for the synthesis of a D-(-)-p-hydroxyphenylglycine (HPG) ester in crystal form, by crystallizing D-HPG ester from a solution containing dissolved D-HPG ester to obtain a suspension comprising D-HPG ester crystals, characterized in that the ee D of the D-HPG ester in the solution and the ee D of the D-HPG ester crystals is above 95%, preferably above 97%, more preferably above 98%, more preferably above 99%, more preferably above 99.5%.

专利号:US-6156534-A
优先权日:1996-07-26
标 题:Synthesis of β-lactam antibacterials using soluble side chain esters and enzyme acylase
发明人：USHER JOHN J; ROMANCIK GUNA
权利人:BRISTOL MYERS SQUIBB CO
摘要:Disclosed is a process for the synthesis of β-lactam antibacterials using soluble side chain esters in the presence of enzyme acylase. Also disclosed are novel esters useful as reactants in said process.

专利号:US-2003044884-A1
优先权日:2000-10-11
标题:Synthesis of beta-lactam antibacterials using soluble side chain esters and enzyme acylase
发明人：USHER JOHN J; ROMANCIK GUNA
摘要:Disclosed is a process for the synthesis of β-lactam antibacterials using soluble side chain esters in the presence of enzyme acylase. Also disclosed are novel esters useful as reactants in said process.

专利号:US-2005186197-A1
优先权日:2002-08-29
标 题:Peptide inhibitors of beta lactamases
发明人：PALZKILL TIMOTHY; HUANG WANZHI
摘要:Peptide inhibitors of β-lactamases have been identified by the synthesis of peptide arrays using synthesis SPOT technology. These peptide inhibitors of β-lactamase have activity against a broad spectrum of β-lactamases and are useful in a variety of applications.

专利号:US-6218138-B1
优先权日:1998-05-26
标 题 :Synthesis of beta-lactam antibiotics with immobilized penicillin amidase
发明人：ILHAN FERHAT; KRAEMER DIETER
权利人:UNIFAR KIMYA SANAYI VE TICARET
摘要:Beta-lactam antibiotics are synthesized by reacting an amino-beta-lactam component with a corresponding amino-group-containing acylating side-chain component in the presence of penicillin amidase from E. coli covalently immobilized on support particles. The resulting beta-lactam antibiotic product is solubilized by adding an acid such as sulfuric acid to lower the pH to 1.0 at a temperature in the range of 0° C. to +5° C. The immobilized penicillin amidase is substantially inactivated by the acid. After separating the beta-lactam antibiotic product, the immobilized penicillin amidase is substantially reactivated for reuse in antibiotic synthesis by treatment with a buffer having about a neutral pH. Antibiotics that can be produced include ampicillin, amoxicillin, cephalexin, cefaclor and cefadroxil. Support particles that can be used include particles having a macroporous structure and a particle diameter of 10-1000 mum, particles having oxirane groups, particles made of a synthetic polymer and inorganic particles such as porous glass particles.