2-acetyltetronic acid | 22621-26-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 2-acetyltetronic acid
• 英文别名: 3-acetyltetronic acid；acetyltetronic acid；3-Acetyltetronsaeure；3-acetyl-2,4-(3H, 5H)-furandione；4-acetyl-3-hydroxy-2H-furan-5-one
• CAS: 22621-26-7
• 化学式: C₆H₆O₄
• 分子量: 142.111
• InChiKey: CQLZBFDISXGMOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-acetyltetronic acid 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以96%的产率得到3-ethyl-4-hydroxyfuran-2(5H)-one
  参考文献：
  名称：

  从 3-酰基四电子酸方便地合成 3-烷基四电子酸

  摘要：

  摘要 在温和的反应条件下，3-酰基四电子酸的还原脱氧以高产率提供了 3-烷基四电子酸。

  DOI：

  10.1080/00397919208020844
• 作为产物：
  描述：

  ethoxycarbonylmethyl acetoacetate 在 sodium t-butanolate 作用下， 以 叔丁醇 为溶剂， 反应 24.0h， 以80%的产率得到2-acetyltetronic acid
  参考文献：
  名称：

  Cyclizations of acetoacetates to α-acyltetronic acids

  摘要：

  DOI：

  10.1016/s0040-4039(00)80614-0

文献信息

• PROCESS FOR PREPARING SODIUM SALTS OR POTASSIUM SALTS OF 4-HYDROXY-2-OXO-2,5-DIHYDROFURAN-3-CARBOXYLATE
  申请人：Funke Christian

  公开号：US20140148604A1

  公开（公告）日：2014-05-29

  Process for preparing sodium or potassium salts of 4-hydroxy-2-oxo-2,5-dihydrofuran-3-carboxylic esters, comprising the reaction of a malonic ester with potassium hydroxide to give the corresponding malonic ester potassium salt of the formula (III) which is then reacted further with a chloroacetic ester to give a compound of the formula (V) followed by a ring closure reaction in which the compound of the formula (V) is reacted with a sodium or potassium alkoxide of the formula ZOR 1 where R 1 , R 2 , R 3 and K are each as defined in the description.

  制备4-羟基-2-氧代-2,5-二氢呋喃-3-羧酸酯的钠盐或钾盐的过程，包括将丙二酸酯与氢氧化钾反应，得到相应的丙二酸酯钾盐（式III），然后进一步与氯乙酸酯反应，得到式（V）的化合物，随后进行环闭合反应，其中化合物（V）与式ZOR1的钠或钾烷氧化物反应，其中R1、R2、R3和K在描述中各自定义。
• Method for Producing 4-Aminobut-2-Enolides
  申请人：Lui Norbert

  公开号：US20100190990A1

  公开（公告）日：2010-07-29

  Process for preparing 2,2-difluoroethylamine derivatives, wherein compounds of the general formula (IV) are reduced to the corresponding 2,2-difluoroethylamine derivatives of the general formula (III), where the A radical is as defined in the description:

  制备2,2-二氟乙胺衍生物的过程，其中通式（IV）的化合物被还原为相应的通式（III）的2,2-二氟乙胺衍生物，其中A基团如描述中所定义：
• MULTISTAGE PROCESS FOR PREPARING ALKALI METAL SALTS OF SPECIFIC 4-HYDROXY-2-OXO-2,5-DIHYDROFURAN-3-CARBOXYLIC ESTERS
  申请人：BAYER CROPSCIENCE AG

  公开号：US20150210662A1

  公开（公告）日：2015-07-30

  The present invention relates to a multi-stage method for preparing alkali metal salts of specific 4-hydroxy-2-oxo-2,5-dihydrofuran-3-carboxylic esters of the formula (I), in which M and R 1 are as defined in the description, which proceeds from malonic ester and does not require isolation of intermediates.

  本发明涉及一种多级方法，用于制备具有特定化学式(I)的4-羟基-2-氧代-2,5-二氢呋喃-3-羧酸酯的碱金属盐，其中M和R1如描述中定义，该方法从丙二酸酯开始，并且不需要分离中间体。
• Synthesis of tetronic acid derivatives from novel active esters of α-hydroxyacids
  作者：Christos Mitsos、Alexandras Zografos、Olga Igglessi-Markopoulou

  DOI：10.1002/jhet.5570390614

  日期：2002.11

  Active esters, produced by condensation of O-acetyl protected α-hydroxyacids with N-hydroxysuccin-imide, react with anions of active methylene compounds to afford β,β-tricarbonyl derivatives which upon deprotection undergo cyclization to 3-alkoxycarbonyl and 3-acyl tetronic acids. Incorporation of (S)-2-ace-toxyphenylacetic acid in this reaction sequence enables the synthesis of optically active 5-phenyltetronic

  由O-乙酰基保护的α-羟基酸与N-羟基琥珀酰亚胺缩合生成的活性酯与活性亚甲基化合物的阴离子反应，生成β，β-三羰基衍生物，脱保护后进行环化生成3-烷氧基羰基和3-酰基tetronic酸。在该反应顺序中并入（S）-2-乙酰氧基苯乙酸能够合成光学活性的5-苯基tetronic酸衍生物。
• Synthesis and Antitumor Activity of [3-Acetyl-2,4(3<i>H</i>,5<i>H</i>)-furandionato-<i>O</i>³,<i>O</i>⁴] [(1<i>R</i>,2<i>R</i>)-cyclohexanediamine]platinum(1+) Ion Complex and Its Derivatives
  作者：Go Hata、Hideki Kawai、Tatsuya Kaneko、Takayuki Imaoka、Yukishige Kitano、Masato Mutoh、Hideyo Imanishi

  DOI：10.1246/cl.1993.529

  日期：1993.3

  The reaction of dihydroxo[(1R,2R)-cyclohexanediamine]platinum(II) with 3-acetyl-2,4-(3H,5H)-furandiones gave salts consisting of [3-acetyl-2,4(3H,5H)-furandionato-O3,O4] [(1R,2R)-cyclohexanediamine]platinum(1+) ions and enolates of 3-acetyl-2,4-(3H,5H)-furandiones. The complexes show high solubility, and antitumor activity at low doses against murine leukemia L1210 sensitive and resistant to cis-dichlorodiammineplatinum(II).

  二羟基[(1R,2R)-环己二胺]铂(II)与3-乙酰基-2,4-(3H,5H)-呋喃二酮反应生成的盐由[3-乙酰基-2,4-(3H,5H)-呋喃二酮-O3,O4][(1R,2R)-环己二胺]铂(1+)离子和3-乙酰基-2,4-(3H,5H)-呋喃二酮烯醇盐组成。该复合物具有高溶解度，且在低剂量下对顺式二氯二氨铂(II)敏感和耐药的小鼠白血病L1210具有抗肿瘤活性。