CAS: 21461-84-7; (S)-5-Oxo-2-Tetrahydrofurancarboxylic Acid

该化合物是一种手性γ-内酯衍生物,配有箱状酸功能组,通常用作有机合成和制药应用的中间体,其立体(S)配置对不对称合成,特别是生物活性化合物和精细化学品的生产具有价值.内酯环和碳箱基组为进一步发挥功能提供了反应场所,使其能够用于建造复杂的分子结构.这种复合体在标准条件下具有很高的纯度和稳定性,确保合成工作流程的一贯性.它与一系列试剂和溶剂的兼容性进一步增强了其在研究和工业过程中的效用.

结构式图片

相似化合物

53558-93-3 4344-84-7 32780-06-6

欧盟法规

ECHA物质C&L通报

上下游产品

CAS号56-86-0 L-谷氨酸 | CAS号21461-85-8 (S)-5-氧代四氢呋喃-2-羧酸甲酯 | CAS号6893-26-1 D-谷氨酸 | CAS号13095-48-2 (2S)-2-羟基戊二酸 | CAS号63432-23-5 methyl 2-((S)-t... | CAS号32780-06-6 (S)-(+)-γ-羟甲基-γ-丁内酯 | CAS号51268-87-2 (S)-3-(2,2-二甲基-... | CAS号21461-85-8 (S)-5-氧代四氢呋喃-2-羧酸甲酯 | CAS号19684-04-9 (R)-5-氧代四氢呋喃-2-羧酸甲酯 | CAS号58917-25-2 (R)-γ-戊内酯 | CAS号7481-89-2 2',3'-二脱氧胞苷 | CAS号58879-34-8 (S)-(+)-二氢-5-(对... | CAS号73968-62-4 (S)-(+)-γ-三苯甲基甲... | CAS号24159-07-7 常山乙素 | CAS号175212-40-5 (4S)-(4-氟苯氧基)甲基丁内酯

合成工艺路线路线简述

  • 合成目标产物 (S)-(+)-5-Oxotetrahydrofuran-2-Carboxylic Acid 主要起始原料 L-Glutamic Acid
  • (文献来源)合成步骤主要原料 L-Glutamic Acid
📜L-谷氨酸置于硫酸,Sodium Nitrite体系中,用 水 用作溶剂,化学反应 20.0H,以48%的收率获得(S)-(+)-5-氧代-2-四氢呋喃羧酸
参考文献:合成异环氧-两性内酰胺n和脱环氧-碳北烯内酯i结构.最初的尝试.
标题:合成异环氧-两性内酰胺n和脱环氧-碳北烯内酯i结构.最初的尝试.
摘要:描述了两种计划有效地合成显着有效的抗肿瘤大环内酯类两性化合物n(1)和caribenolide I(2)的策略.介绍了标题化合物,它们是化学合成的具有挑战性和独特的目标,并介绍了其逆合成分析.描述了合成对映体纯形式的安非他命内酯n(1)所需的四个定义的关键构造基团(10,39,67和72)的合成,然后将10,39和72偶联至alkyl烷基化过程可生成目标化合物(1)的完整c6-C29碳骨架.通过基于复分解的方法将剩余的c1-C5区段(72)融合到分子上是不成功的,导致采用第二代策略,该策略要求采用一系列钯催化的交叉偶联反应之一来生成c5-C6碳-碳键.乙烯基溴化物125代表了caribenolide I(2)的c6-C29骨架,是通过10与溴化物116和碘化物55的顺序烷基化反应制备的,但未能与各种c1进行适当的交叉偶联反应c4合作伙伴.尽管遇到了这些挫折,但从这些努力中收集到的信息被证明
Doi:10.1039/b602020H

海关参考信息

专利信息


专利号:US-10030003-B2
优先权日:2014-09-10
标 题:Synthesis of isoflavanes and intermediates thereof
发明人:BELIAEV NIKOLAI; SHAFRAN YURI
权利人:SYSTEM BIOLOGIE AG
摘要:Subject of the invention is a method for enantioselective production of an isoflavane from an isoflavone, comprising the steps: (a) selectively reducing the isoflavone, such that the 4-keto group of the isoflavone is converted to a 4-hydroxy group, and the 2,3-double bond of the isoflavone is converted to a 2,3-single bond, thereby obtaining a 4-hydroxy intermediate, and (b) reacting the 4-hydroxy intermediate with a chiral reagent, such that a chiral group is covalently attached to the C4-position of the 4-hydroxy intermediate, thereby obtaining a chiral intermediate. The invention also relates to intermediates of formulae (IV), (V), (VI) and (VII) obtainable in the inventive process.

专利号:US-7060678-B2
优先权日:2003-08-08
标 题:Peptides comprising furanoid sugar amino acids for the treatment of cancer
发明人:PRASAD SUDHANAND; CHAKRABORTY TUSHAR KANTI; MATHUR ARCHNA; JAGGI MANU; KUNWAR AJIT CHAND; MUKHERJEE RAMA; BURMAN ANAND C
权利人:DABUR RES FOUNDATION
摘要:Anticancer peptides which incorporate furanoid sugar amino acids and compositions made using these peptides are described. Methods for synthesis of the peptides and for preparing the furanoid sugar amino acids are disclosed. The peptides and compositions made using the peptides have pharmacological applications of these peptides especially in the treatment and prevention of cancer and tumors.

专利号:US-5756706-A
优先权日:1991-05-21
标题 :Processes for the diastereoselective synthesis of nucleoside analogues
发明人:MANSOUR TAREK; TSE ALLAN H L
权利人:IAF BIOCHEM INT
摘要:The present invention relates to highly diastereoselective processes for production of cis-nucleosides and nucleoside analogues and derivatives in high optical purity, and intermediates useful in those processes.

专利号:US-6339160-B1
优先权日:1997-07-17
标题:Metalloproteinase inhibitors, their therapeutic use and process for the production of the starting compound in the synthesis thereof
发明人:POLITI VINCENZO; GAVUZZO ENRICO; GALLINA CARLO; STAZIO GIOVANNI DI; D ALESSIO SILVANA; SELLA ANTONIO; PIAZZA CINZIA; GIORDANO CESARE; GORINI BARBARA; PANINI GABRIELLA; PARADISI MARIO PAGLIALUNGA; CIRILLI MAURIZIO; POCHETTI GIORGIO; MAZZA FERNANDO
权利人:POLIFARMA SPA; CONSIGLIO NAZIONALE RICERCHE
摘要:Objects of the present invention are compounds of a peptido-mimetic character having the capacity of acting as inhibitors of metalloproteinases produced by venom of snake, and of other metalloproteinases of human origin which have been put in relation with various pathologies in man, including tumoral growth and metastatization, aterosclerosis, multiple sclerosis, Alzheimer's disease, osteoporosis, hypertension, rheumatoid arthritis and other inflammatory diseases. n Object of the present invention is also the procedure for the production of diethylester of (1)-phosphotryptophan, as an initial product necessary to synthesize all compounds mentioned above.

专利号:US-11999741-B2
优先权日:2017-05-26
标 题:Process for the synthesis of 6-((3S,4S)-4-methyl-1-(pyrimidin-2-ylmethyl)pyrrolidin-3-yl)-3-(tetrahydropyran-4-yl-7H-imidazo[1,5-a]pyrazin-8-one
发明人:SVENSTRUP NIELS; ZHANG JUN; SUN JIKUI; CHEN YUYIN; KONG JIANSHE; MA RUJIAN; ZHANG JUNHUA; QIN LIANG; XIAO HUANMING; SUN JINXU; MENG XIAO; SUN FENGLAI; ZHU JINGYANG
权利人:CARDURION PHARMACEUTICALS INC
摘要:The present disclosure relates to processes for preparing 64(3s,4s)-4-methyl-1-(pyrimidin-2-ylmethyl)pyrrolidin-3-yl)-3-(tetrahydropyran-4-yl-7h-imidazo[1,5-a]pyrazin-8-one.

专利号:US-2025019381-A1
优先权日:2017-05-26
标题 :PROCESS FOR THE SYNTHESIS OF 6-((3S,4S)-4-METHYL-1-(PYRIMIDIN-2-YLMETHYL)PYRROLIDIN-3-YL)-3-(TETRAHYDROPYRAN-4-YL-7H-IMIDAZO[1,5-a]PYRAZIN-8-ONE

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

合成参考文献


摘要:Maier, M. E., Science of Synthesis, (2007) 20, 1470.
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