CAS: 15690-38-7; (6R,7R)-7-Amino-3-(Hydroxymethyl)-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid

该化合物是甲状腺酸的衍生物,以其结构复杂性和医药研究的潜在应用而著称,其独特的7-氨基甲酸组在化学改造方面提供多种用途,为开发新型抗生素提供便利;脱乙基乙基乙酸组增强了其稳定性和生物利用率,使其成为药物发现和开发的宝贵化合物.

结构式图片

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957-68-6 24701-69-7 108260-00-0

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REACH注册ECHA物质C&L通报REACH预注册

上下游产品

CAS号957-68-6 7-氨基头孢烷酸 | CAS号56271-94-4 头孢呋辛钠EP杂质A | CAS号91832-40-5 头孢地尼 | CAS号105889-45-0 头孢卡品酯 | CAS号153012-37-4 头孢卡品前体酸 | CAS号15686-71-2 头孢氨苄

合成工艺路线路线简述

  • 合成目标产物 Hydroxymethyl-7-Aminocephalosporanic Acid 主要起始原料 7-Aminocephalosporanic Acid
  • (文献来源)合成步骤主要原料 7-Aminocephalosporanic Acid
7-氨基头孢烷酸置于四丁基氢氧化铵,三乙胺体系中,用 甲醇 用作溶剂,化学反应 4.5H,以88%的收率获得羟甲基-7-氨基头孢烷酸
参考文献:(6R,7R)-7-Amino-3-羟甲基头孢烷酸的新型高效合成:头孢呋辛酸的多功能前体
标题:(6R,7R)-7-Amino-3-羟甲基头孢烷酸的新型高效合成:头孢呋辛酸的多功能前体
摘要:摘要 开发了一种使用试剂组合 [三乙胺/四丁基氢氧化铵 (Tbah)] 在室温下合成 (6R,7R)-7-氨基-3-羟甲基头孢烷酸 (7-Ahca) 的新方法.,提高产量.该中间体用于合成头孢呋辛酸及其钠盐.
Doi:10.1081/scc-120021837

海关参考信息

专利信息


专利号:US-5639877-A
优先权日:1993-07-30
标题:Intermediates in the synthesis of cephalosporins
发明人:LUDESCHER JOHANNES; MACHER INGOLF
权利人:BIOCHEMIE GMBH
摘要:Novel amidine salts of 7-Amino-3-hydroxymethyl-3-cephem-4-carboxylic acid (=HACA), particular guanidine and diaza-bicyclo-alkylene salts, are useful as intermediates in the synthesis of cephalosporins.

专利号:US-9404139-B2
优先权日:2012-01-10
标题:Mutated cephalosporin hydroxylase and its application in deacetylcephalosporanic acid synthesis
发明人:DURAIRAAJ MICHEAL; THIRUMOORTHY RAMANAN; MISHRA KANHU CHARAN; CHINNATHAMBI THANGADURAI; KRISHNAN CAVERY MANIAN; RAJASEKARAN PADMA; SUBRAMANI SUGUMAR; SELVARAJ KAVITHA DAFFROSE; BALAKRISHNAN NATARAJ; RAVIKUMAR CHAKRAVARTHY SATHISH; NATRAJAN MADHIYAZHAGAN ARULMOZHI
权利人:ORCHID CHEMICALS & PHARMACEUTICALS LTD
摘要:A mutant hydroxylase with increased activity and greater substrate specificity towards phenylacetyl-7-ADCA derivatives for the production of phenylacetyl-7-HACA derivatives, which carries one or more amino acid modification at residue positions when compared with certain wild type hydroxylase from certain groups of residues. Also disclosed is a process for the preparation of deacetyl cephalosporanic acid from the corresponding deacetoxy cephalosporanic acid that includes an enzyme of the present invention. Also provided is a method for the production and processing of such enzymes.

专利号:US-2005124029-A1
优先权日:2001-12-27
标题 :Process for the preparation of a betha- lactam antibiotic with mutated penicillin acylase
发明人:ALKEMA WYNAND B L; MOODY HAROLD M; VAN DER LAAN JAN M; VAN DOOREN THEODORUS JOHANNES; BOESTEN WILHELMUS HUBERTUS J
摘要:The invention relates to mutated penicillin acylases having a high synthesis/hydrolysis ratio in comparison with wild-type penicillin acylases and at least 1% of the activity. The invention also relates to a process for the enzymatic preparation of a β-lactam antibiotic from a β-lactam nucleus and an activated side chain with the aid of mutated penicillin acylases.

专利号:CN-104364376-B
优先权日:2012-01-10
标题 :The cynnematin hydroxylase of mutation and its application in the acid synthesis of deacetylation cephalosporium alkyl

专利号:DK-0640608-T3
优先权日:1993-07-30
标 题:Intermediates for the synthesis of cephalosporins

专利号:CN-104364376-A
优先权日:2012-01-10
标题 :Mutant Cephalosporin Hydroxylase and Its Application in the Synthesis of Deacetylcephalosporanic Acid
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主要参考文献


1: Takimoto A, Yagi S, Mitsushima K. High-level expression, purification, and some properties of a recombinant cephalosporin-C deacetylase. J Biosci Bioeng. 1999;87(4):456-62.

合成参考文献


参考文献:10.1055/s-0031-1289654
摘要:Teng X, Ji Y, Jiang J, Zhai J, Yu X. A Practical Synthesis of Cefcapene Pivoxil. Synthesis. 2011 Dec 22;2012(02):207–14. doi: 10.1055/s-0031-1289654.
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